The Journal of Organic Chemistry

Synthesis of highly functionalized flavones and chromones using cycloacylation reactions and C-3 functionalization. A total synthesis of hormothamnione

LW McGarry, MR Detty

Index: McGarry, Lynda W.; Detty, Michael R. Journal of Organic Chemistry, 1990 , vol. 55, # 14 p. 4349 - 4356

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Citation Number: 78

Abstract

The cycloacylations of hydroxy. and methoxy-substituted phenols with aryl-and alkylpropiolic acids using Eaton's reagent (10% phosphorus pentoxide in methanesulfonic acid) gives highly substituted flavones and chromonea in up to 63% yield. Styrylchromones were prepared from 2-methylchromones by condensation reactions of the 2-methyl group with various substituted benzaldehydes in sodium ethoxide and ethanol in almost quantitative ...