Journal of the American Chemical Society

Cyclization of 3-(arylchalcogeno) propenoyl chlorides. 2. Chalcogen and substituent control in the regiochemistry of intramolecular acylation. Preparation of benzo [b] …

MR Detty, BJ Murray

Index: Detty,M.R.; Murray,B.J. Journal of the American Chemical Society, 1983 , vol. 105, p. 883

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Citation Number: 72

Abstract

Abstract: The regiochemistry of cyclization of 0-(ary1chalcogeno) propenoyl chlorides is sensitive to the nature of the chalcogen and substituents in the arylchalcogen ring. Arylthio groups give only ortho acylation and benzo [b] thiapyrone products. The phenylseleno group gives ortho acylation and benzo [b] selenopyrone products. However, a more active ring system (naphthyl) or an activating substituent in the para position gives ipso attack and 1, ...