Additions and cycloadditions of ketenes to 1, 3-thiazole and its alkyl derivatives

…, M Fogagnolo, P Pedrini, A Dondoni…

Index: Medici, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Pedrini, Paola; Dondoni, Alessandro; Andreetti, Giovanni Dario Journal of Organic Chemistry, 1984 , vol. 49, # 4 p. 590 - 596

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Citation Number: 23

Abstract

1, 3; Thiazole and its 4-methyl and &methyl derivatives react with tert-butylcyanoketene (TBCK) and dichloroketene (DCK), affording Michael-type addition products at Cp, viz., 2- acylthiazoles, and 2 1 cycloadducts (with TBCK only) which proved by X-ray analysis to be bicyclic systems constituted by a thiazoline and a piperidine-l, 3-dione ring condensed acrw the CN bond. 2-Ethyl-and 2-isopropyl-l, &thiazole undergo acylation by DCK at the C, of ...