The Journal of Organic Chemistry

A novel synthesis of 2-aminochromones via phosgeniminium salts

J Morris, DG Wishka, Y Fang

Index: Morris, Joel; Wishka, Donn G.; Fang, Yue Journal of Organic Chemistry, 1992 , vol. 57, # 24 p. 6502 - 6508

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Citation Number: 34

Abstract

Scheme I1 a'0 lysis? Several methods have been developed for the synthesis of 2- aminochromones 1 (Scheme I). Vilsmeier condensation of a &amido ester with phenol (path a) 4 or amine displacement of a 3-bromochromone 2 (path b) 5 suffer from either unacceptably low yields or difficult chromatographic separations of complex mixtures. The more practical Bantick procedure, starting from a 2'-hydroxyacetophenone, proceeds ...