A Green and Efficient One-pot Synthesis of Propanamides by a Three-component Reaction of 2-(2-oxopropyl) isoindoline-1,3-dione, Alkyl isocyanide and an E-cinnamic acid under Catalyst-free Conditions in Water

Subject Areas : Polymer

Ali Ramazani ¹ , Ali Jafari ² , Sang Woo Joo ³ , Yavar Ahmadi ⁴ , Fariba Sadri ⁵ , Pegah Azimzadeh Asiabi ⁶

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Received: 2016-12-31 Accepted : 2016-12-31 Published : 2016-10-01

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Abstract :

A green and convenient protocol is described for the preparation of E-1-(alkylamino)-3- (1,3-dioxoisoindolin-2-yl)-2-methyl-1-oxopropan-2-yl viaone-pot three-component reaction between 2-(2-oxopropyl)isoindoline-1,3-dione, an alkyl isocyanide and an E-cinnamic acid in water at room temperature. The methods used to follow the reactions are TLC and NMR, which indicated that there is no side product and the products were obtained without any purification. The structures of the products were deduced from their 1 H NMR, 13C NMR and IR spectra. The present methodology offers several advantages such as a simple procedure, catalyst-free, mild reaction conditions, high yields, and the absence of any volatile and hazardous organic solvents.