Preparation of highly substituted 2-pyridones by reaction of vinyl isocyanates and enamines

JH Rigby, N Balasubramanian

Index: Rigby, James H.; Balasubramanian, N. Journal of Organic Chemistry, 1989 , vol. 54, # 1 p. 224 - 228

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Citation Number: 65

Abstract

A method for the synthesis of highly substituted 2 (1H)-pyridones is reported. Vinyl isocyanates, prepared from the corresponding a,@-unsaturated carboxylic acids, undergo cyclization with various enamines to furnish six-membered heterocycles. The methodology is exemplified by numerous examples. Application of this strategy is further illustrated by the synthesis of several aza steroid analogues.