Solvent-free synthesis of substituted five membered heterocycles: One-pot reaction of primary amine and alkyl propiolate or isothiocyanate in the presence of oxalyl chloride

A novel, convenient and efficient approach to the synthesis of pyrrole and imidazole derivatives via the reaction between primary amines, alkyl propiolates or isothiocyanate and oxalyl chloride is described. The method offers several advantages including high yields of products and performing reaction under solvent-free conditions.

Graphical abstractA series of substituted 1H-pyrroles and 1H-imidazoles were synthesized via three component reactions of alkyl propiolates or isothiosyanate and primary amines in the presence of oxalyl chloride under solvent-free conditions.Figure optionsDownload full-size imageDownload as PowerPoint slide