Tetrahedron

Synthesis of substituted thiazolo [4, 5-b] pyridines and other annulated heterocycles via SN 2→ Thorpe–Ziegler→ Thorpe–Guareschi domino reactions

AM Shestopalov, LA Rodinovskaya, AA Shestopalov

Index: Shestopalov, Anatoliy M.; Rodinovskaya, Liudmila A.; Shestopalov, Alexander A. Tetrahedron, 2010 , vol. 66, # 46 p. 8945 - 8948

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Citation Number: 8

Abstract

A new combinatorial method for the preparation of substituted thiazolo [4, 5-b] pyridines, which utilizes cyanoacetamide, heterocumulenes (isothiocyanates, carbon bisulfide), and ethyl-4-chloroacetoacetate in a new SN2→ Thorpe–Ziegler→ Thorpe–Guareschi domino reactions has been developed. The obtained thiazolo [4, 5-b] pyridines were then used together with aldehydes and malononitrile in another Knoevenagel reaction→ Michael ...