Current development in multicomponent catalytic synthesis of 1,5-benzodiazepines: A systematic review
Subject Areas : Iranian Journal of CatalysisRajesh Singh 1 , Shikha Sharma 2 , Akshdeep Sandhar 3 , Manpreet Saini 4 , Sahil Kumar 5
1 - Pharmaceutical Chemistry Division, Shivalik College of Pharmacy, (Under Local Govt. Deptt, Punjab) Nangal, Distt-Rupnagar, 140126, Punjab, India.
2 - Pharmaceutical Chemistry Division, Shivalik College of Pharmacy, (Under Local Govt. Deptt, Punjab) Nangal, Distt-Rupnagar, 140126, Punjab, India.
3 - Pharmaceutical Chemistry Division, Shivalik College of Pharmacy, (Under Local Govt. Deptt, Punjab) Nangal, Distt-Rupnagar, 140126, Punjab, India.
4 - Pharmaceutical Chemistry Division, Shivalik College of Pharmacy, (Under Local Govt. Deptt, Punjab) Nangal, Distt-Rupnagar, 140126, Punjab, India.
5 - School of Pharmacy and Emerging Sciences, Baddi University of Emerging Sciences and Technology, Baddi, Distt-Solan, 173205, Himachal Pradesh, India.
Keywords:
Abstract :
[1] L.O. Randall, Psychopharmacological agents. Ed: M. Gordon, New York, Academic Press 3 (1974) 175-281.
[2] T. Blair, G. A. Webb, J. Med. Chem. 20 (1977) 1206-1210.
[3] K. H. Sang, S. Donthabhaktuni, M. Eunjung, A.C. Murugulla, M. Kagga, H.K. Sung, A. Kwang-Hyun, K.S. Yeou, Bioorg. Med. Chem. Lett. 20 (2010) 3969–3971.
[4] L. Sternbach, J. Med. Chem. 22 (1979) 1-7.
[5] M.J. Kukla, H.J. Bersin, J. Med. Chem. 34 (1991) 746-751.
[6] T.K. Devi, G. Achaiah, V.M. Reddy, V.M, J. Indian Chem. Soc. 65 (1988) 567-570.
[7] B. Narayana, K.K. Vijaya Raj, B.V. Ashalatha, N.S. Kumari, Eur. J. Med. Chem. 41 (2006) 417-422.
[8] T. Hussenether, H. Hubner, T. Gmeiner, R. Troschutz, Bioorg. Med. Chem. 12 (2004) 2625-2637.
[9] G. Roma, G.C. Grossi, M. Di Braccio, M. Ghia, F. Mattioli, Eur. J. Med. Chem. 26 (1991) 489-496.
[10] J.R. Kavali, B.V. Adami, Farmaco. 55 (2000) 406-409.
[11] M. Di Braccio, G.C. Grossi, G. Roma, L. Vargiu, M. Mura, M.E. Marongiu, Eur. J. Med. Chem. 36 (2001) 935-949.
[12] R. Kumar, Y.C. Joshi, Arkivoc (XIII) 2007 142-149.
[13] A. Kamal, N. Shankaraiah, S. Prabhakar, C.R. Reddy, N. Markandeya, K.L. Reddy, V. Devaiah, Bioorg. Med. Chem. Lett.18 (2008) 2434-2439.
[14] R. Varala, R. Enugala, R. Srinivas. Adapa, J. Braz. Chem. Soc. 18 (2007) 291-296.
[15] A.M. El-Sayed, A. Khodairy, H. Salah, H. Abdel-Ghany, Phosphorous, Sulphur, Silicon Relat. Elem. 182 (2007) 711-722.
[16] G.K. Nagaraja, V.P. Vaidya, K.S. Rai, K.M. Mahadevan, Phosphorous, Sulphur, Silicon Relat. Elem. 181 (2006) 2797-2806.
[17] K. Nabih, A. Baouid, A. Hasnaoui, A. Kenz, Synth. Commun. 34 (2004) 3565-3572.
[18] K.V.V. Reddy, P.S Rao, D. Ashok, Synth. Commun. 30 (2000) 1825-1836.
[19] S.J. Childress, M.I. Gluckmann, J. Pharm. Sci. 6 (1964) 577-590.
[20] E. Sigel, A. Buh, Trends Pharmacol. Sci. 18 (1997) 425-429.
[21] P. Skolnick, S.M. Paul, Med. Res. Rev. 1 (1981) 3-22.
[22] A. Pareek, N. Kumar, A. Agrawal, P. Sharma, D. Kishore, Res. J. Chem. Sci. 3 (2013) 90-103.
[23] P.S. Salve, D.S. Mali, Int. J. Pharm. Bio. Sci. 4 (2013) 345-370.
[24] K. Sucheta, B.V. Rao, Ind. J. Chem. 44(B) (2005) 2152-2154.
[25] M. Tajbakhsh, M.M. Heravi, B. Mohajerani, A.N. Ahmadi, J. Mol. Catal. A: Chem. 247 (2006) 213–215.
[26] B. P Bandgar, A.V. Patil, O. S. Chavan, J. Mol. Catal. A: Chem. 256 (2006) 99–105.
[27] M.A. Alibeik, Z. Zaghaghi, I.M. Baltork, J. Chinese Chem. Soc. 55 (2008) 1-4.
[28] A. Shaabani, A. Maleki, Iran. J. Chem. Chem. Eng. 26 (2007) 93-97.
[29] S.S. Gholap, S.C. Chaskar, C.H. Gill, Rasayan J. Chem. 1 (2008) 331-336.
[30] F. Tao, W-B Yi, ChemInform. 5 (2008) 655-658.
[31] A.V. Vijayasankar, B.R. Venugopal, N. Nagaraju, Chin. J. Catal. 31 (2010) 1321-1327.
[32] M.R. Shushizadeh, N. Dalband, J. Jundishapur, Nat. Pharm. Prod.7 (2012) 61-64.
[33] M.S. Balakrishna, B.A Kaboudin, Tetrahedron Lett. 42 (2001) 1127-1129.
[34] M. Curini, F. Epifano, M.C. Marcotullio, O. Rosati, Tetrahedron Lett. 42 (2001) 3193-3195.
[35] D.V. Jarikote, S.A. Siddiqui, R. Rajagopal, T. Daniel, R.J. Lahoti, K.V. Srinivasan, Tetrahedron Lett. 44 (2003) 1835-1838.
[36] J.S. Yadav, B.V.S. Reddy, S.P. Kumar, K. Nagaiah, Synthesis 36 (2005) 480-484.
[37] S.K. De, R.A. Gibbs, Tetrahedron Lett. 46 (2005) 1811–1813.
[38] R.R. Nagawade, D.B. Shinde, Mendeleev Commun. 16 (2006) 113–115.
[39] R. Chandra, R. Kumar, P. Choudhary, S. Nimesh, A.K. Verma, Green Chem. 8 (2006) 519–521.
[40] J. Wu, F. Xu, Z. Zhou, Q. Shen, Synth. Commun. 36 (2006) 457-464.
[41] S.S. Pandit, B.D. Vikhe, G.D. Shelke, J. Chem. Sci. 119 (2007) 295–297.
[42] K.S. Reddy, C.V. Reddy, M. Mahesh, K.R. Reddy, P.V.K. Raju, V.V.N.Z. Reddy, Can. J. Chem. 85 (2007) 184-188.
[43] X.Q. Pan, J.P. Zou, Z.H. Huang, W. Zhang, Tetrahedron Lett. 49 (2008) 5302-5308.
[44] S. Kumar, J.S. Sandhu, Ind. J. Chem. 47(B) (2008) 1463-1466.
[45] G.K.S. Prakash, H. Vaghoo, A. Venkat, C. Panja, S. Chacko, T. Mathew, G.A. Olah, Fut. Med. Chem. 1 (2009) 909-920.
[46] S.S. Pawar, M.S. Shingare, S.N. Thore, Chin. Chem. Lett. 20 (2009) 32–36.
[47] R.X. Shi, Y.K. Liu, Z.Y. Xu, J. Zhejiang University 11 (2010) 102-108.
[48] A. Parveen, V.A. Patil, M.A. Baseer, S.K. Ahmed, Int. J. Ind. Chem. 2 (2011) 144-153.
[49] M.A. Baseer, A.J. Khan, Der Chemica Sinica 2 (2011) 84-87.
[50] S. Sharma, D.N. Prasad, R.K. Singh, J. Chem. Pharm. Res. 3 (2011) 382-389.
[51] R.K. Singla, G.V. Bhat, G.G. Shenoy, B.S. Jayashee, S.G. Kini, A. Joseph, R.S. Jeyeprakash, S.D. Vachala, J.E. Mathew, N. Udupa, J.O. Igoli, Indo Global J. Pharm. Sci. 2 (2012) 279-285.
[52] M. Pozarentzi, J.S. Stephanatou, C.A. Tsoleridis, 43 (2002) 1755-1758.
[53] H. Thakuria, A. Pramanik, B.M. Borah, G. Das, Tetrahedron Lett. 47 (2006) 3135–3138.
[54] M.A. Pasha, V.P. Jayashankara, J. Pharmacol. Toxicol. 1 (2006) 573-578
[55] D. I. Jung, J. H. Song,Y. H. Kim, D. H. Lee, Y. G. Lee, Y. M. Park, S.K. Choi, J. T Hahn. Bull. Korean Chem. Soc. 28 (2007) 1877-1880.
[56] L. Zhenjiang, S. Yingjie, R. Xinghua, L. Weisi, S.Yuhu, O. Pingkai, Synth. Commun. 37 (2007) 1609-1615.
[57] R. Varala, R. Enugala, S.R. Adapa, J. Braz. Chem. Soc. 18 (2007) 291-296.
[58] J. N. Sangshetti, N. D. Kokare, D. B Shinde, Chin. Chem. Lett. 18 (2007) 1305–1308.
[59] X. Zhou, M. Y. Zhang, S. T. Gao, J. J. Ma, C. Wang, C. Liu, Chin. Chem. Lett. 20 (2009) 905–908.
[60] M.A. Baseer, A.J. Khan, Recent Res. Sci. Tech. 3 (2011) 101-103.
[61] A. Sandhar, D.N. Prasad, A. Kapoor, R.K. Singh, Curr. Res. Chem. 4 (2012) 68-75.
[62] A. Sandhar, D.N. Prasad, R.K. Singh, Indian J. Heterocycl. Chem. 21 (2012) 369-374.
[63] A. Sandhar, R.K. Singh, Asian J. Chem. 24 (2012) 5643-5645.
[64] V. S. Goswami, P.B. Thorat, S.R. Bhusare, J. Chem. Sci. 125 (2013) 745-749.
[65] S. Sajjadifar, S. Rezayati, Int. J. Chem. Tech. Res. 5 (2013) 1964-1968.
[66] Y. Zhao, S. Sharma, M. Huang, A. Sandhar, R.K. Singh, Y. Ma, Asian J. Chem. 26 (2014) 5116-5120.
[67] X. Y. Chen, W. H. Zhong, Y. M. Zhang, Chin. Chem. Lett. 12 (2001) 5−6.
[68] G. Roman, E. Comanita, B. Comanita, Acta Chim. Slov. 49 (2002) 575–585.
[69] B.M. Reddy, P.M. Sreekanth, Tetrahedron Lett. 44 (2003) 4447–4449.
[70] V. Sivamurugan, K. Deepa, M. Palanichamy, V. Murugesan, Synth. Commun. 34 (2004) 3833-3846.
[71] S. Gowravaram, G. S. K. K. Reddy, K. B. Reddy, N. M. Reddy, J. S. Yadav, Adv. Syn. Catal. 346 (2004) 921–923.
[72] M.A. Chari, K. Syamasundar, Catal. Commun. 6 (2005) 67-70.
[73] C.W. Kuo, S.V. More, C.F. Yao, Tetrahedron Lett. 47 (2006) 8523–8528.
[74] D. Yuying, F. Tian, W. Zhao, Synth. Commun. 36 (2006) 1661-1669.
[75] R. Varala, R. Enugala, S.R. Adapa, S. Nuvula, Synlett. 17 (2006)1009-1014.
[76] B. Das, R. Ramu, B. Ravikanth, V.S. Reddy. J. Mol. Catal. A: Chem. 246 (2006) 76-78.
[77] M.M. Heravi, V. Zadsirjan, F.K. Behbahani, H.A. Oskooie, J. Mol. Catal. A: Chem. 259 (2006) 201-204.
[78] K. P Guzen, R. Cella, H.A. Stefani, Tetrahedron Lett. 47 (2006) 8133-8136.
[79] M.M. Heravi, F. Derikvand, L. Ranjbar, F. F. Bamoharramb, J. Mol. Catal. A: Chem. 261 (2007) 156–159.
[80] R. Fazaeli, H. Aliyan, Heterocycles 71 (2007) 805-814.
[81] R. Fazaeli, H. Aliyan, App. Catal. A: Gen. 331 (2007)78-83.
[82] S.D. Sharma, P. Gogoi, D. Konwar, Green Chem. 9 (2007)153-157.
[83] K. Murai, R. Nakatani, Y. Kita, H. Fujioka, Tetrahedron 64 (2008) 11034–11040.
[84] D. Mahajan, T. Naqvi, R. L. Sharma, K.K. Kapoor, Aus. J. Chem. 61 (2008) 159-162.
[85] M.M. Heravi, S. Sadjadi, H. A. Oskooie, R. Hekmatshoar, F.F. Bamoharram, J. Chin. Chem. Soc. 55 (2008) 842-845.
[86] Li-T. An, F-Q Ding, J-P Zou, X-H Lu, Synth. Commun. 38 (2008) 1259–1267.
[87] C. W. Kuo, C. C. Wang, V. Kavala, C.F. Yao, Molecules 13 (2008) 2313-2325.
[88] S.T. Gao, W. H. Liu, J. J. Ma, C. Wang, Q. Liang, Syn. Commun. 39 (2009) 3278-3284.
[89] R.K. Gopalakrishnapanicker, S. Radhakrishnan, S. Krishnapillai, Lett. Org. Chem. 6 (2009) 17-21.
[90] S.G. Konda, B.M. Shaikh, S.A. Chavan, B.S. Dawane, Chin. Chem. Lett. 22 (2011) 65–68.
[91] A. Chaskar, L. Patil, K. Phatangare, V. Padalkar, S. Takale, International Scholarly Research Network, ISRN Organic Chemistry (2011) 1-4.
[92] S.A. Majid, W.A. Khanday, R.J. Tomar, J. Biomed. Biotechnol. (2012) 1-6.
[93] N. Sharma, C.Y. Joshi, Int. J. Pharm. Biomed. Sci. 3 (2012) 55-59.
[94] S. S. Makone, D.B. Vyawahare, Der Chemica Sinica 3 (2012) 1369-1373.
[95] M. Munoz, G. Sathicq, G. Romanelli, S. Hernandez, C.I. Cabello, I.L. Botto, M. Capron, J. Porous Mat. 20 (2012) 65-73.
[96] R. Kurane, J. Jadhav, S. Khanapur, R. Salunkhe, G.R. Rashinkar, Green Chem. 15 (2013) 1849-1856.
[97] S.S. Ilango, P.V. Remya, S. Ponnuswamy, Indian J. Chem. 52B (2013) 136-140.
[98] H. Alinezhad, M. Tejbakhsh, M. Norouzi, S. Baghery, World Appl. Sci. J. 22 (2013) 1711-1717.
[99] X.Q. Li, L. Z. Wang, Chin. Chem. Lett. 25 (2014) 327-332.