Chromene

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1 - One-pot Synthesis of 2-amino-4H-chromene Derivatives as Potential Antimicrobial Agents using DABCO-CuCl Complex as an Effective Catalyst
Bita Baghernejad Samaneh Koosha

A new and efficient synthesis of 2-amino-4H-chromene derivativeswhich have remarkable pharmacological properties is developed by one-pot three-component efficient reaction between aldehydes, malononitrile, andα or β-naphthol in MeOH as solvent using DABCO-CuC أکثر

A new and efficient synthesis of 2-amino-4H-chromene derivativeswhich have remarkable pharmacological properties is developed by one-pot three-component efficient reaction between aldehydes, malononitrile, andα or β-naphthol in MeOH as solvent using DABCO-CuCl complex as an effective catalyst at room temperature. The structures of synthesized compounds were characterized by techniques of IR,1H-NMR, Mass and elemental analysis. This method provides an efficient improved pathway for the synthesis of chromenes in the terms of excellent yields, short reaction times and reusability catalyst. تفاصيل المقالة

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2 - Electrocatalytic Synthesis of Spirooxindole-Chromene Derivatives in Ethanol/DMSO Media using a Fe-Mn-O Composite as an Efficient Working Electrode
Mohaddeseh Taheri Behrooz Mirza Mohsen Zeeb

An efficient and sustainable method was developed for electrocatalytic multicomponent synthesis of spirooxindole-chromene derivatives via a green one-pot, three component condensations of cyclic-1,3-diones, malononitrile and isatins inside an undivided cell where potass أکثر

An efficient and sustainable method was developed for electrocatalytic multicomponent synthesis of spirooxindole-chromene derivatives via a green one-pot, three component condensations of cyclic-1,3-diones, malononitrile and isatins inside an undivided cell where potassium bromide was applied as electrolyte in ethanol/DMSO (95/5 v/v) media, and a practical Fe-Mn-O composite was used as cathode electrode. The presented electrosynthesis approach proved to be reliable and cost-effective for the synthesis of target compounds in 83-91% yields. In this method, we highlight the utility of electrosynthesis method for the preparation of diverse spirooxindole-chromen derivatives that can be a breakthrough for production of vital drugs. تفاصيل المقالة

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3 - Lactic acid-catalyzed Eco-friendly Cyclization Reaction for the Synthesis of 4H-benzo[b]pyrans and 3,4-dihydropyrano[c]chromenes in EtOH/H2O as an Efficient Green Reaction Medium
Nourallah Hazeri Mojtaba Lashkari Homayoun Faroughi Niya Hamed Pourbalouch

An environmentally friendly, green, and highly efficient process for the synthesis of biologically and pharmacologically 4H-benzo[b]pyrans and 3,4-dihydropyrano [c] chromenes is developed by condensing cyclic aromatic aldehydes, malononitrile, and dimedone or 4‐hydroxyc أکثر

An environmentally friendly, green, and highly efficient process for the synthesis of biologically and pharmacologically 4H-benzo[b]pyrans and 3,4-dihydropyrano [c] chromenes is developed by condensing cyclic aromatic aldehydes, malononitrile, and dimedone or 4‐hydroxycoumarin in the presence of lactic acid as an efficient and green catalyst. The corresponding products have been synthesized in 50–97% yield in middle condition reaction which confirmed the excellent catalytic activity of the lactic acid. Furthermore, this methodology shows unique advantages, such as operational simplicity, short reaction time, high yields, low cost, absence of any tedious workup or purification and avoidance of hazardous or toxic reagents/catalysts/solvents. تفاصيل المقالة

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4 - Mefenamic acid as Environmentally Catalyst for Threecomponent Synthesis of Dihydropyrano [2,3-c]Chromene and Pyrano[2,3-d]Pyrimidine Derivatives
Soheila Asadpour Behzadi Enayatollah Sheikhhosseini Sayed Ali Ahmadi Dadkhoda Ghazanfari Mohammadreza Akhgar

Pills of Mefenamic acid were employed as effective catalysts in the three component reaction of aromatic aldehydes, malononitrile, as well as 4-hydroxycoumarin or barbituric acid in aqueous solution, using reflux conditions in order to synthesize derivatives of dihydrop أکثر

Pills of Mefenamic acid were employed as effective catalysts in the three component reaction of aromatic aldehydes, malononitrile, as well as 4-hydroxycoumarin or barbituric acid in aqueous solution, using reflux conditions in order to synthesize derivatives of dihydropyrano[2,3-c]chromene and pyrano[2,3-d]pyrimidine, correspondingly. Among the benefits of this technique, higher efficiency, shorter reaction time, along with better reaction indices could be mentioned. تفاصيل المقالة

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5 - Synthesis and In Vitro Cytotoxic Activity of Novel [1,3] Dioxolo[4,5-g]Chromen-8-ones as a Chalcone-Like Agent
Eskandar Alipour Zinatsadat Mousavi Tina Shojaie Susan Kabudanian Ardestani

In this investigation, new structures based on homoisoflavonoids were designed. Homoisoflavonoids are considered as an important class of flavonoids with various biological properties such as cytotoxicity. A new series of benzylidene-6,7-dihydro-8H-[1,3]dioxolo[4,5-g] c أکثر

In this investigation, new structures based on homoisoflavonoids were designed. Homoisoflavonoids are considered as an important class of flavonoids with various biological properties such as cytotoxicity. A new series of benzylidene-6,7-dihydro-8H-[1,3]dioxolo[4,5-g] chromen-8-one derivatives were developed and their cytotoxic activities evaluated for all compounds on three human breast cancer cell lines. Benzo[d][1,3]dioxol-5-ol was chosen as a substrate and reacted with 3-bromopropanoic acid to form an intermediate which turns to 6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one after Feridel-Crafts reaction with oxalyl chloride. In the end, title compounds were produced by aldol condensation of later compound under acidic condition with aromatic aldehydes in moderate yields. Eight novel derivatives were tested for their activities against all human breast cancer cell lines including MCF- 7, T47-D and MDA-MB-231 using MTT assay. After all tests on synthesized products, we can reach to this point that (E)-7-(3-bromo-4,5-dimethoxybenzylidene)-6,7-dihydro-8H-[1,3] dioxolo[4,5-g]chromen-8-one 4a presents the highest cytotoxicity in all three cell lines as a result of its shorter aliphatic tail in benzylidene moiety. تفاصيل المقالة

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6 - Deep Eutectic Solvent Based on Choline Chloride/Urea as an Efficient Catalytic System for the One-Pot Synthesis of Highly Functionalized 1,4-Dihydropyridines and Polysubstituted 4H-Chromenes
Haleh Nouri Masoud Mokhtary

One-pot four-component synthesis of polyfunctionalized 1,4-dihydropyridine derivatives was developed by a condensation of aldehydes, malononitrile, diethylacetylenedicarboxylate and aniline in the presence of choline chloride/urea as a deep eutectic solvent (DES)at room أکثر

One-pot four-component synthesis of polyfunctionalized 1,4-dihydropyridine derivatives was developed by a condensation of aldehydes, malononitrile, diethylacetylenedicarboxylate and aniline in the presence of choline chloride/urea as a deep eutectic solvent (DES)at room temperature.Moreover, an efficient method was reported for the synthesis of highly substituted 4H-chromenes through one-pot, three-component reactions of cyclohexane-1,3-dione or dimedone, malononitrile and diethylacetylenedicarboxylate, in the presence of the deep eutectic solvent at 60 °C. This method develops by using an environmentally benign synthetic method along with the use of a costeffective catalyst. تفاصيل المقالة

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7 - Condensationtion of 3-hydroxy pyridine alkyl isocyanides and dialkyl acetylenedicarboxylate: synthesis of 4H-chromenes
Mahsa Mahpeyma Bita Mohtat

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields.

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields. تفاصيل المقالة

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8 - Reaction between 3-hydroxy pyridine alkyl isocyanides and dialkyl acetylenedicarboxylate: synthesis of 4H-chromenes
Mahsa Mahpeyma Bita Mohtat

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields تفاصيل المقالة

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9 - Reaction between 3-hydroxy pyridine alkyl isocyanides and dialkyl acetylenedicarboxylate: synthesis of 4H-chromenes
Mahsa Mahpeyma Bita Mohtat

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields.

The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields. تفاصيل المقالة

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10 - بررسی تغییرات فیتوشیمیایی عصاره گیاه دارویی Cannabis sativa L. در مرحله رشد رویشی تحت تاثیر تنش شوری
عطاالله ربانی محمد رضا اردکانی حسنعلی نقدی بادی شمسعلی رضازاده منصور سراجوقی

10.30495/ejmp.2021.1917625.1615

تنش های محیطی از جمله شوری بر میزان و کیفیت متابولیت های ثانویه گیاهان دارویی تاثیر زیادی دارند. در این تحقیق به‌منظور بررسی تاثیر شوری بر خصوصیات فیتوشیمیایی گیاه دارویی شاهدانه (Cannabis sativa L.) آزمایشی در قالب طرح بلوک‌های کامل تصادفی با 5 تیمار شوری (0، 2، 4، 6 أکثر

تنش های محیطی از جمله شوری بر میزان و کیفیت متابولیت های ثانویه گیاهان دارویی تاثیر زیادی دارند. در این تحقیق به‌منظور بررسی تاثیر شوری بر خصوصیات فیتوشیمیایی گیاه دارویی شاهدانه (Cannabis sativa L.) آزمایشی در قالب طرح بلوک‌های کامل تصادفی با 5 تیمار شوری (0، 2، 4، 6 و 8 دسی زیمنس بر متر) و در سه تکرار در پژوهشکده گیاهان دارویی کرج در سال 1398 به اجرا در آمد. میزان عناصر پتاسیم و سدیم با دستگاه دستگاه فلیم‌فتومتر و کلر به روش رنگ سنجی در اندام‌های برگ و ریشه گیاه و همچنین میزان ترکیبات کانابینوئیدی برگ گیاه شامل تتراهیدروکانابینول (THC[1])، کانابیدول (CBD[2]) و کانابیکرومن (CBC[3]) با دستگاه GC/MS مورد سنجش قرار گرفتند. نتایج نشان داد که تفاوت معنی‌داری (P≤0.01) بین تیمارهای مختلف شوری ازنظر میزان سدیم، پتاسیم، کلر و کانابینوئیدهای THC، CBD و CBC وجود داشت. با افزایش سطح شوری، میزان یون‌های سدیم و کلر در برگ و ریشه نسبت به تیمار شاهد افزایش یافت و بیشترین مقدار سدیم برگ و ریشه (به ترتیب 81/15 ، 06/14 میلی‌گرم در گرم) در تیمار شوری 8 دسی زیمنس بر متر مشاهده شد. همچنین افزایش غلظت شوری سبب کاهش پتاسیم برگ و ریشه گیاه شد و بیشترین میزان پتاسیم برگ و ریشه (به‌ترتیب 83/34، 46/34 میلی‌گرم در گرم) مربوط به تیمار شاهد بود. بیشترین میزان THC و CBD (به‌ترتیب 94/7 و 45/1 میلی‌گرم بر گرم گیاه خشک) در غلظت شوری 4 دیسی زیمنس بر متر و بیشترین میزان CBC در شوری 2 دیس زیمنس بر متر (012/0 میلی‌گرم بر گرم برگ خشک) به دست آمد. بنابراین شوری سبب تغییر میزان کانابینوئیدهای گیاه شاهدانه شده و بیشترین میزان THC، CBD و CBC در سطوح پایین شوری حاصل شده است. تفاصيل المقالة

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11 - Synthesis of Chromenes using functionalized SBA-15
Hossein Shahbazi-Alavi Atefeh Bakhtiari Javad Safaei-Ghomi Homayoun Gholamzadeh

10.22034/jna.2022.1928076.1252

Functionalized SBA - 15 (Immobilization of Pd on the modified SBA - 15) has been utilized as an efficient catalyst for the preparation of chromenes by multi-component reactions of aromatic aldehydes, malononitrile and 4-hydroxycoumarin under reflux in ethanol. The catal أکثر

Functionalized SBA - 15 (Immobilization of Pd on the modified SBA - 15) has been utilized as an efficient catalyst for the preparation of chromenes by multi-component reactions of aromatic aldehydes, malononitrile and 4-hydroxycoumarin under reflux in ethanol. The catalyst has been characterized by X - ray diffraction spectroscopy ( XRD ), Field emission scanning electron microscopy ( FE - SEM ), Transmission electron microscopy (TEM), Energy-dispersive X - ray spectroscopy ( EDX ), X - Ray photoelectron spectroscopy (XPS), Fourier-transform infrared spectroscopy (FT - IR), N2 adsorption analysis, Temperature Programmed Desorption (TPD), and Differential thermal analysis (TGA - DTA). The structures of the products were deduced from their 1 H NMR, 13 C NMR, FT - IR, and elemental analyses. The advantages of this method include the reusability of the catalyst, low catalyst loading, excellent yields in short reaction times and easy separation of products, with no recrystallization required. تفاصيل المقالة

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12 - AlHMS as an efficient catalyst for the synthesis of chromenes derivatives
Mahdi Hajimohammadi

Catalytic activity of AlHMS was investigated as a cheap heterogeneous reusable catalyst in some multi-component reactions for the synthesis of various chromenes. Three-component reaction of 2-hydroxy-naphtoquinone with an aromatic aldehyde and dimedone or barbituric aci أکثر

Catalytic activity of AlHMS was investigated as a cheap heterogeneous reusable catalyst in some multi-component reactions for the synthesis of various chromenes. Three-component reaction of 2-hydroxy-naphtoquinone with an aromatic aldehyde and dimedone or barbituric acid in H2O under reflux conditions was performed using AlHMS in relatively good yields. The approach was more extended using psuedo five-component reaction of 2,5-dihydroxy-1,4-benzoquinone, two equivalent of an aromatic aldehyde and two equivalent of dimedone or 1,3-cyclohexadione with efficient catalytic effect of AlHMS. Three-component reaction of an aldehyde, malononitrile and 1-naphthole in the presence of AlHMS gave 2-amino-4-phenyl-4H-benzo[h]chromene-3-carbonitriles in high yields. The work-up procedures are very simple, and the products do not require further purification. The catalysts can be recycled and reused for several times without observable loss of performance. تفاصيل المقالة

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13 - Synthesis of densely functionalized chromenes using a magnetic recoverable ionic liquid as the catalyst
Forough Ramazanzadeh Manouchehr Mamaghani Hossein Fallah-Bagher-Shaidaei Mehdi sheykhan

In the present study, robust, versatile and straightforward strategy for the diversity-oriented convergent synthesis of a vast range of highly functionalized and biologically effective chromenes is introduced with the reaction of malononitrile, dimedone/cyclohexadione/4 أکثر

In the present study, robust, versatile and straightforward strategy for the diversity-oriented convergent synthesis of a vast range of highly functionalized and biologically effective chromenes is introduced with the reaction of malononitrile, dimedone/cyclohexadione/4-hydroxycoumarin and benzaldehydes in the presence of [γ-Fe2O3@HAp-Si(CH2)3BF4@DMIM] as the catalyst. The structures of all the newly synthesized products were characterized by spectroscopic (FT-IR, 1H NMR, 13C NMR) and elemental analyses. This method benefits from several advantages such as using easily recoverable magnetic nanocatalyst, simple workup, short reaction time and excellent yields. The prepared nanoparticles were fully characterized by various spectroscopic, thermal and magnetic analyses. The catalyst exhibited good reusability feature and no loss of activity was observed even after 8 successive runs. تفاصيل المقالة

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14 - A novel nano perfluoro ionic liquid as an efficient catalyst in the synthesis of chromenes under mild and solvent-free conditions
Javad Afsar Ardeshir Khazaei Mohammad Ali Zolfigol

1-Methyl-1H-imidazol-3-ium 2,3,4,5,6-pentafluorophenolate [mim]C6F5O as a novel nano ionic liquid was designed, synthesized and characterized by using various techniques such as Fourier transform spectroscopy infrared (FT-IR), nuclear magnetic resonance (NMR), x-ray dif أکثر

1-Methyl-1H-imidazol-3-ium 2,3,4,5,6-pentafluorophenolate [mim]C6F5O as a novel nano ionic liquid was designed, synthesized and characterized by using various techniques such as Fourier transform spectroscopy infrared (FT-IR), nuclear magnetic resonance (NMR), x-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy-dispersive x-ray spectroscopy (EDX), thermal gravimetric analysis (TGA), derivative thermal gravimetric (DTG) and elemental analysis (CHN). The described nano perfluoro ionic liquid was used as an efficient catalyst in the synthesis of 2-amino-4,5-dihydropyrano[3,2-c]chromene, 3-amino-1H-benzo[f]chromene and 2-amino-4H-chromene derivatives under mild and solvent-free conditions. Short reaction times, good yields of products, easy work-up are the major advantages of this work. تفاصيل المقالة

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15 - Synthesis of the biologically active henna based benzochromene derivatives using ionic liquid functionalized SBA-15 as a nanoreactor
Ghodsi Mohammadi Ziarani Hoda Mollabagher Parisa Gholamzadeh Alireza Badiei Fatemeh Yazdian

SBA-15 was prepared and then functionalized with N-methyl-N’-propyltrimethoxysilyl imidazolium chloride as ionic liquid moiety. The ionic liquid functionalized SBA-15 (SBA-IL) was characterized by different analytical techniques including FT-IR, N2 adsorption-deso أکثر

SBA-15 was prepared and then functionalized with N-methyl-N’-propyltrimethoxysilyl imidazolium chloride as ionic liquid moiety. The ionic liquid functionalized SBA-15 (SBA-IL) was characterized by different analytical techniques including FT-IR, N2 adsorption-desorption, TGA and SEM image. According to the obtained results it was found that the organic groups were grafted onto the pores of SBA-15 because its pore size and BET surface dropped after modification step. Then, it was used as an efficient nanoreactor in the synthesis of biologically active henna based benzochromene derivatives under solvent‐free conditions. Consequently, the catalyst acted efficiently under solvent free system and gave the products in high yields and short reaction times. Some of the obtained products exhibited antibacterial activities as well as tetracycline. تفاصيل المقالة

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16 - One-pot pseudo-five-component synthesis of dihydropyrano[2,3-g] chromenes using sodium phthalimide/[BMIM]BF4 as high efficient catalytic system
Leila Moradi Maryam Aghamohammad Sadegh

An efficient route for the synthesis of dihydropyrano[2,3-g] chromenes via one-pot pseudo-five component cyclization reaction of an aldehyde, malononitrile and 2,5-dihydroxy-1,4-benzoquinone in the presence of an effective and mild catalytic system containing sodium pht أکثر

An efficient route for the synthesis of dihydropyrano[2,3-g] chromenes via one-pot pseudo-five component cyclization reaction of an aldehyde, malononitrile and 2,5-dihydroxy-1,4-benzoquinone in the presence of an effective and mild catalytic system containing sodium phthalimide and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM]BF4) ionic liquid (SPI/IL) was studied. The reaction products were characterized using 1H NMR, 13C NMR, FTIR, Mass spectroscopy and elemental analysis. Environmentally eco-friendly catalyst, clean reaction with easy work-up (through simple filtration) and high yield products with no more purification are the main merits of this protocol. Presented method can be used for the synthesis of mentioned products (with pharmacology and Biologic properties) in large scales. تفاصيل المقالة

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17 - TiO2/nanoclinoptilolite, a recyclable and high efficient heterogeneous nanocatalyst, for the synthesis of 2-amino-4H-chromene derivatives
Farzad Javadi Reza Tayebee

The synthesis of pharmaceutically and biologically active 2-amino-4H-chromenes was described using TiO2/nanoclinoptilolite (TiO2/NCP) as an efficient nanocatalyst under solvent-free condition. The TiO2/NCP was fabricated through modification of NCP with HDTMA, then the أکثر

The synthesis of pharmaceutically and biologically active 2-amino-4H-chromenes was described using TiO2/nanoclinoptilolite (TiO2/NCP) as an efficient nanocatalyst under solvent-free condition. The TiO2/NCP was fabricated through modification of NCP with HDTMA, then the surface modified NCP was impregnated with titanium tetrachloride solution. Finally, the material incorporated with titanium was calcinated at 500 ºC and was characterized by FT-IR, ICP-OES, SEM, and XRD. The experimental conditions have been completely optimized and established, providing an increase in the rate and high yields. This procedure provides several merits such as a simple workup, economical, environmentally benign, short reaction time and excellent yields. Moreover, the prepared nanocomposite showed very high stability and reusability in the synthetic method under solvent-free and mild conditions. تفاصيل المقالة

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18 - Li(OHCH2CH2NH2)(CF3OAC): A novel and homogeneous acidic ionic liquid catalyst for efficient synthesis of 2-amino-4H-chromene derivatives
Esmayeel Abbaspour-Gilandeh Seyyedeh Cobra Azimi

The ionic liquid Li(OHCH2CH2NH2)(CF3OAC) was found to efficiently catalyze the three-component reaction between different enols, aldehydes, and malononitrile , leading to rapid synthesis of 2-amino-4H-chromene derivatives in fairly high yields. The catalyst is easily pr أکثر

The ionic liquid Li(OHCH2CH2NH2)(CF3OAC) was found to efficiently catalyze the three-component reaction between different enols, aldehydes, and malononitrile , leading to rapid synthesis of 2-amino-4H-chromene derivatives in fairly high yields. The catalyst is easily prepared, highly stable, simple to handle and recycled for several times without significant loss of activity. The method is simple, starts from readily accessible commercial starting materials, and provides biologically interesting products in good yields and short reaction times. The desired ionic liquids, for aromatic aldehyde leads to get the products. Heating was very effective in increasing the efficiency of the product and in the presence of heat, the desired products were created in a shorter time. تفاصيل المقالة

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19 - Sucrose catalyzes synthesis of 2-amino-4H-chromene: Insight to the kinetics
Sayeydmosatfa Habibi-Khorassani Malek Taher Maghsoodlou Mehdi Shahraki Mohammad Ali Poorshamsoddin Mahsa Karima Maliheh Abbasi

Sucrose is applied as an efficient catalyst for the three-component reaction consisting of aromatic aldehydes, malononitrile and resorcinol in a mixture of water and ethanol media as green solvents. The advantages of this method are excellent yeild, inexpensive catalyst أکثر

Sucrose is applied as an efficient catalyst for the three-component reaction consisting of aromatic aldehydes, malononitrile and resorcinol in a mixture of water and ethanol media as green solvents. The advantages of this method are excellent yeild, inexpensive catalyst and more environmentally friendly. Mechanistic insight into the synthesis of 2-amino-4H-chromene included spectral kinetics approaches is revealed. From the temperature, concentration and solvent studies, the activation energy (Ea=102 kJmol-1) and the related kinetic parameters (ΔGǂ=41 kJmol-1, ΔSǂ=195 Jmol-1 and ΔHǂ=99 kJ mol-1) are calculated. The first step of proposed mechanism is recognized as a rate-determining step (k1) and this is confirmed based upon the steady-state approximation. تفاصيل المقالة

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20 - One-pot three component synthesis of 2-amino-4H-chromenes under green and high efficient conditions
Leila Moradi Mina Zare

A simple, mild and high efficient procedure for one pot three component synthesis of 2-amino 4-H chromene derivatives was studied. The reaction was performed in water using aryl aldehydes, malononitrile and resorcinol, phloroglucinol or naphthole in the presence of N-me أکثر

A simple, mild and high efficient procedure for one pot three component synthesis of 2-amino 4-H chromene derivatives was studied. The reaction was performed in water using aryl aldehydes, malononitrile and resorcinol, phloroglucinol or naphthole in the presence of N-methyl D-glucamine (Meglumine) as a green high efficient catalyst. The reaction was studied in thermal, microwave (MW) and ultrasonic (US) conditions. Obtained results show that meglumine, as a green catalyst, has high efficiency in all reaction conditions and the yield of products (in all cases) is high to excellent. Environment friendly solvent and catalyst, short reaction times and high yield products are the advantageous of presented research. تفاصيل المقالة

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21 - Et3N as a catalyst for the synthesis of indeno[1,2-b]chromene derivatives via three-component condensation reaction
Ali Sadeghi Ali Hossein Rezayan Ali Farajtabar

Functionalized indeno[1,2-b]chromene derivatives have been synthesized via condensation reaction of 1H-indene-1,3(2H)-dione with benzaldehyde and cyclization with 2-hydroxynaphthalene-1,4-dione in the presence of a catalytic amount of triethylamine (Et3N) in EtOH at roo أکثر

Functionalized indeno[1,2-b]chromene derivatives have been synthesized via condensation reaction of 1H-indene-1,3(2H)-dione with benzaldehyde and cyclization with 2-hydroxynaphthalene-1,4-dione in the presence of a catalytic amount of triethylamine (Et3N) in EtOH at room temperature. It was observed that benzaldehyde bearing electron donating group gave high yield of product, whereas, benzaldehyde having electronic withdrawing substituent does not participate in this reaction. The structures were confirmed spectroscopically (IR, 1H- and 13C-NMR, and Mass). A plausible mechanism for this reaction is proposed (Scheme 2). Good yields and easy purification are the main advantages of the present method. Products of these reactions have structural similarity to naturally occurring pyranokunthone B, lambertellin, β-lapachone, and α-xiloidone. تفاصيل المقالة

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22 - Multi-component, one-pot, aqueous media preparation of dihydropyrano[3, 2-c]chromene derivatives over MgO nanoplates as an efficient catalyst
Majid Ghashang Syed Sheik Mansoor Leila Shams Solaree Ali Sharifian-esfahani

Red pine leafs were applied for the green method preparation of MgO nano-plates. The MgO nano-plates were used for the one-pot synthesis of dihydropyrano [3,2-c] chromene derivatives. This procedure is very simple and affords excellent yields. MgO nanoplates were synthe أکثر

Red pine leafs were applied for the green method preparation of MgO nano-plates. The MgO nano-plates were used for the one-pot synthesis of dihydropyrano [3,2-c] chromene derivatives. This procedure is very simple and affords excellent yields. MgO nanoplates were synthesized via a simple precipitation method with the using of an extract solution of red pine leaves. The XRD pattern shows a cubic phase ofMgO . Field Emission Scanning Electronic Microscopy (FE-SEM) shows clearly that the surface of the as-prepared MgO nano-plates have a homogeneous microstructure made up of layers of various sizes and forms. The plates form irregular grains with a lateral size of 40-110 nm. تفاصيل المقالة

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23 - Nano-peanut shell-OSO3H: Green and natural-based renewable nanocatalyst for one-pot synthesis of dihydropyrano[3,2-b]chromenedione derivatives
Bahareh Sadeghi Zahra Lasemi Mansooreh Pisheh Abadi

Nano-peanut shell‑OSO3H nanoparticles were simply prepared and characterized by the scanning electron microscopy (SEM), transmission electron microscope (TEM), fourier transform infrared (FT-IR), energy dispersive X-ray spectroscopy (EDX), and thermal analysis technique أکثر

Nano-peanut shell‑OSO3H nanoparticles were simply prepared and characterized by the scanning electron microscopy (SEM), transmission electron microscope (TEM), fourier transform infrared (FT-IR), energy dispersive X-ray spectroscopy (EDX), and thermal analysis techniques (TGA/DTG). The catalytic activity of nano-peanut shell‑OSO3H was studied in the synthesis of biologically important 4H-pyran derivatives. The reaction involves the use of Kojic acid, 5,5-dimethyl-1,3-cyclohexanedione, and various benzaldehydes. A wide range of benzaldehydes is compatible in this reaction, producing excellent yields in a short time. The successful synthesis of dihydropyrano[3,2-b]chromenedione derivatives shows that nano-peanut shell‑OSO3H has high catalytic activity and can be effectively used as a green catalyst. تفاصيل المقالة

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24 - Synthesis and in vitro antibacterial study of dihydropyrano[3,2-c]chromene derivatives by nano fluoro apatite doped with Mg and Si as a cooperative catalyst
Elmira Jahangard Leila Khazdooz Amin Zarei

One of the important Multi-component reaction (MCRs) is the synthesis of dihydropyrano chromene derivatives by one-pot reaction. In this research, an inexpensive and effective one pot three component procedure with good yields for the synthesis of dihydro pyrano chromen أکثر

One of the important Multi-component reaction (MCRs) is the synthesis of dihydropyrano chromene derivatives by one-pot reaction. In this research, an inexpensive and effective one pot three component procedure with good yields for the synthesis of dihydro pyrano chromenes is reported. In this method, the synthesis of pyrano chromene derivatives was followed by using 4-hydroxycoumarin, malononitrile and aldehydes in the presence of catalytic amount of nano fluoro apatite doped with Mg and Si (Mg-Si-FA). It should be cited that all reactions were carried out in H2O/EtOH as the solvent under reflux condition and the corresponding products were obtained in good yields and pretty short reaction time. Moreover, the anti-bacterial properties of the present products were studied by determination of their minimum inhibitory concentration (MIC). تفاصيل المقالة

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25 - Application of a mesoporous nanomaterial based on basic ionic liquid anchored to silica as a highly effective catalyst for the production of 2-amino-4H-chromenes
Zahra Abshirini Alireza Kohzadian Zahra Paryav Abdolkarim Zare

This research describes application of a mesoporous nanostructured material based on basic ionic liquid anchored to silica, i.e. nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride {nano-[DMSPDE][Cl]}, as a highly effective and heterogeneous nan أکثر

This research describes application of a mesoporous nanostructured material based on basic ionic liquid anchored to silica, i.e. nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride {nano-[DMSPDE][Cl]}, as a highly effective and heterogeneous nanocatalyst for the production of 2-amino-4H-chromenes. The one-pot multi-component reaction of aromatic aldehydes with malononitrile and 1-naphthol in the presence of nano-[DMSPDE][Cl] under solvent-free conditions affords the title compounds with high yields in short times. تفاصيل المقالة

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26 - Inorganic-organic hybrid nanomaterial (Fe3O4@SiO2-AQ): A retrievable heterogeneous catalyst for the green synthesis of 4H-chromenes
Mohamad Ali Bodaghifard Zahra Faraki Zahra Mozaffari

Preparation of 4-aminiquinaldine grafted on silica-coated nano-Fe3O4 particles (Fe3O4@SiO2-AQ) as a novel retrievable heterogeneous nanocatalyst is described. This novel hybrid nanomaterial was applicated for the green synthesis of substituted 2-amino-4H-chromenes via t أکثر

Preparation of 4-aminiquinaldine grafted on silica-coated nano-Fe3O4 particles (Fe3O4@SiO2-AQ) as a novel retrievable heterogeneous nanocatalyst is described. This novel hybrid nanomaterial was applicated for the green synthesis of substituted 2-amino-4H-chromenes via the one-pot condensation reaction of an aldehyde, malononitrile and α-naphthol/β-naphthol/phenol under solvent-free condition. Eco-friendly method, high yield and purity of the desired products, short reaction time along with the ease of the work-up procedure outlines the advantages of these new methodologies over the earlier ones. Surface and magnetic properties of the core/shell hybrid nanoparticles were characterized via transmission electron microscopy (TEM), scanning electron microscope (SEM), X-ray powder diffraction (XRD), energy-dispersive X-ray spectroscopy (EDS), thermogravimetric analysis (TGA/DTA), and Fourier-transform infrared spectroscopy (FT-IR) techniques. This nanocatalyst can be reused at least six times without considerable loss of its performance. تفاصيل المقالة

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27 - Vitamin B12 used as effective biocatalyst for the synthesis of pyrano[2,3-c]cromenes and pyrano[2,3-d]pyrimidines
Ghasem Marandi Reyhaneh Nadernia Nourallah Hazeri Malek Taher Maghsoodlou

10.30495/ijc.2022.689575

Synthesis of organic compounds using some natural compounds as catalysts has gained more attention in recent decades. With respect to the importance of these procedures, the synthesis of 3,4-dihydropyrano[2,3-c]chromene and pyrano[2,3-d]pyrimidine derivatives using vita أکثر

Synthesis of organic compounds using some natural compounds as catalysts has gained more attention in recent decades. With respect to the importance of these procedures, the synthesis of 3,4-dihydropyrano[2,3-c]chromene and pyrano[2,3-d]pyrimidine derivatives using vitamin B12 by a one-pot reaction of malononitrile, benzaldehydes and 4-hydroxycumarine or 1,3-dimethylbarbituric acid is reported. تفاصيل المقالة

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28 - Fe3O4@SiO2@Vitamin C@Fe2O3 Nanoparticles as a Novel Green Catalyst for One-pot Synthesis of 3-amino-1-aryl-1H-benzo[f]chromene-2-carbonitrile Derivatives
Naghmeh Darya Hassan Tajik

In this research, we report a novel and green magnetic nanocatalyst; Fe3O4@SiO2@Vitamin C@Fe2O3 for clean synthesis of 3-amino-1-aryl-1H-benzo[f]chromene-2-carbonitriles with high-yield in water as solvent at room temperature. The nanocatalyst is stable under the synthe أکثر

In this research, we report a novel and green magnetic nanocatalyst; Fe3O4@SiO2@Vitamin C@Fe2O3 for clean synthesis of 3-amino-1-aryl-1H-benzo[f]chromene-2-carbonitriles with high-yield in water as solvent at room temperature. The nanocatalyst is stable under the synthetic conditions and it can be reused several times without considerable reduction in its catalytic activity. The catalyst structure was characterized by using various analytical techniques; SEM, FT-IR, thermogravimetric analysis (TGA), UV-vis spectroscopy, VSM and EDS. Also, the products were separated and characterized by determining their melting points, IR spectra and compared to those of the authentic samples. Environmentally friendly, availability, high catalytic activity and ease of separation are the main reasons for using Fe3O4@SiO2@Vitamin C@Fe2O3 as a green catalyst. تفاصيل المقالة

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29 - Magnetically recoverable nano-crystalline NiFe2O4 catalyzed green and sustainable synthesis of functionalized pyrano-pyrazol, pyrano-coumarin, and 4H-chromene derivatives
Koyel Pradhan

10.30495/ijc.2023.1993771.2041

Synthesis of pyrano-pyrazol, pyrano-coumarin, and 4H-chromene derivatives has been achieved by the multicomponent reaction of substituted 1,3-diketo compounds, dialkyl acetylene dicarboxylates and alkyl nitrile derivatives in presence of nano-NiFe2O4. The nano-NiFe2O4 m أکثر

Synthesis of pyrano-pyrazol, pyrano-coumarin, and 4H-chromene derivatives has been achieved by the multicomponent reaction of substituted 1,3-diketo compounds, dialkyl acetylene dicarboxylates and alkyl nitrile derivatives in presence of nano-NiFe2O4. The nano-NiFe2O4 magnetic nanoparticle was prepared by a simple and effective method and characterized by using XRD, HRTEM images, IR, and VSM studies. The green, convenient, and mild protocol provided large access to desired products in almost quantitative yield. High catalytic activity, very low catalyst loading, and high recyclability are the attractive features of the developed protocol. All reactions were easily performed and preceded with high efficiency under very mild conditions avoiding time-consuming, costly catalysts, and tedious workup and purification of process. تفاصيل المقالة

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30 - Structure and isomeric studies of 1,3-diaryl-H-benzo[f]chromene, catalyst effect or thermodynamic stability? An ab initio study
Mohammad Vakili Hossein Eshghi Maesam Raeisian Raheleh Afzali Ali Reza Berenji Hadi Behzadi

Two possible isomers of some 1,3-diaryl-H-benzo[f]chromene have been studied using density functional theory. Structures of E1 and E2 isomers were optimized at the B3LYP and MP2 levels with different basis sets. The total electronic energies show that E2 isomer is about أکثر

Two possible isomers of some 1,3-diaryl-H-benzo[f]chromene have been studied using density functional theory. Structures of E1 and E2 isomers were optimized at the B3LYP and MP2 levels with different basis sets. The total electronic energies show that E2 isomer is about 3-5 kcal/mol more stable than E1 isomer and this energy difference is attributed to the planarity of heterocyclic ring and more establishment resonance in E2 isomer, that is confirmed by second order interaction energies E(2) of NBO results. The calculated geometry for both chromene isomers were also compared with the experimental data. The X-ray data indicate the E1 isomer as the stable structure for 1,3-diaryl-1H-benzo[f]chromene, while the E2 isomer is fixed for 3-phenyl-1-p-tolyl-1H-benzo[f]chromene. The compared dihedral angles of both isomers show that phenyl (I) group in E2 isomer has more contribution in resonance with the heterocyclic and naphthalene rings than that in E1, while in E1 isomer phenyl (II) group is more engaged in resonance than that in E2. تفاصيل المقالة

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31 - Silica-bonded n-propyltriethylene-tetramine as a recyclable solid base catalyst for the synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes
Marzieh Makvandi Fatemeh Abiar Dil Ameneh Malekzadeh Mojtaba Baghernejad Khodabakhsh Niknam

Silica-bonded n-propyltriethylene-tetramine (SBNPTT) was found as an efficient solid base for the synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes. Chromene derivatives were obtained via the three-component condensation reaction of aromatic aldehydes, malononi أکثر

Silica-bonded n-propyltriethylene-tetramine (SBNPTT) was found as an efficient solid base for the synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes. Chromene derivatives were obtained via the three-component condensation reaction of aromatic aldehydes, malononitrile, and dimedone at 80 oC under solvent-free conditions. The heterogeneous solid base showed much the same efficiency when used in consecutive reaction runs. تفاصيل المقالة

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32 - Glutamic Acid as an Environmentally Friendly Catalyst for One-Pot Synthesis of 4H-Chromene Derivatives and Biological Activity
Farhad Hatamjafari

10.22034/jchr.2016.544138

In this study, the synthesis of 4H-chromenes of biological activity via a multicomponent reaction of dimedone, aromatic aldehydes and malononitrile catalyzed by glutamic acid as a catalyst was investigated. The structural features of the synthesized compounds were chara أکثر

In this study, the synthesis of 4H-chromenes of biological activity via a multicomponent reaction of dimedone, aromatic aldehydes and malononitrile catalyzed by glutamic acid as a catalyst was investigated. The structural features of the synthesized compounds were characterized by melting point, IR and 1H NMR analysis. The catalyst being reported here is cheap, safe to handle and the whole procedure is eco-friendly, Milder conditions, one-pot, excellent yields, operational simplicity and ecofriendly preparation are some advantages of this protocol. The compounds were screened for antimicrobial activity. The results showed that these compounds reacted against all the tested bacteria and fungi. تفاصيل المقالة

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33 - سنتز آسان و کارآمد مشتق های 2-آمینو-4H-بنزو[h] کرومن در حضور متفورمین در حلال آب و دمای محیط
عطیه احمدی لیلا مرادی

در این پژوهش، هماهنگ با توسعه شیمی سبز، سنتز مشتق¬های گوناگون 2-آمینو-4 H-بنزو[h]¬کرومن با استفاده از 1-نفتول، مالونونیتریل و آلدهید¬های آروماتیک در حلال آب و در حضور کاتالیزگر همگن و بازی متفورمین در دمای محیط انجام شده است. تمامی مشتق¬ها با بازده خوب تا عالی و در مدت أکثر

در این پژوهش، هماهنگ با توسعه شیمی سبز، سنتز مشتق¬های گوناگون 2-آمینو-4 H-بنزو[h]¬کرومن با استفاده از 1-نفتول، مالونونیتریل و آلدهید¬های آروماتیک در حلال آب و در حضور کاتالیزگر همگن و بازی متفورمین در دمای محیط انجام شده است. تمامی مشتق¬ها با بازده خوب تا عالی و در مدت زمان 5 تا 20 دقیقه به دست آمدند و با روش¬های مشخصه¬یابی FT-IR، 1H NMR و نقطه ذوب مورد بررسی و شناسایی قرار گرفتند. تفاصيل المقالة

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