A facile and highly convergent approach to thiazolo[3,2-a]pyridines via one-pot multicomponent domino reaction under metal-free and solvent-free conditions

Abstract

Abstract Operationally and user-simple a highly efficient one-pot three-component (5 molecules) coupling of α-enolic dithioesters, cysteamine hydrochloride and aldehydes afforded a range of thiazolopyridines in high yields under metal-free and solvent-free conditions. The new domino protocol generated two rings by the concomitant formation of seven multiple bonds (two C-C, three C-N and two C-S) involving a sequence of N,S-acetal formation/double Michael addition/N-cyclization as key steps in a single operation. © 2015 Elsevier Ltd. All rights reserved.