Tetrahedron

One-step synthesis of thiazolo [3, 2-a] pyridines by a multicomponent reaction of β-enaminonitriles, α, β-unsaturated aldehydes, and 2-aminothiol hydrochlorides

MP Perrino, R del Villar-Guerra, MC Sañudo, LA Calvo…

Index: Perrino, Monica Perez; Villar-Guerra, Rafael del; Sanudo, M. Carmen; Calvo, Luis A.; Gonzalez-Ortega, Alfonso Tetrahedron, 2010 , vol. 66, # 15 p. 2815 - 2822

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Citation Number: 14

Abstract

A wide library of 3, 7, 8, 8a-tetrahydro-2H-thiazolo [3, 2-a] pyridines has been prepared by simple heating in acetonitrile of β-enaminonitriles, α, β-unsaturated aldehydes and 2- aminothiol hydrochlorides. Chemical yields depend on the nature, hindrance, and position of the substituents. The scope, limitations, and stereocontrol associated to this three- component reaction have been studied in detail. In general, the diastereoinduction ...