Synthesis of (trimethylsilyl) thiazoles and reactions with carbonyl compounds. Selectivity aspects and synthetic utility

…, M Fogagnolo, A Medici, P Pedrini

Index: Dondoni, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro; Pedrini, Paola Journal of Organic Chemistry, 1988 , vol. 53, # 8 p. 1748 - 1761

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Citation Number: 110

Abstract

Synthetic routes to all possible regioisomeric mono-and bis (trimethylsily1) thiazoles as well as to the tris-(trimethylsilyl) derivative via lithiation-silylation sequences of the thiazole ring followed by selective protcdesilylation in some cases are described.(Trimethylsily1) thiaoles serve as thiazolyl donor synthons upon reaction with carbonyl compounds (ketenes, acyl chlorides, aldehydes) for the preparation of mono-and bis-substituted thiazoles in very ...