Tetrahedron Letters

An efficient synthesis of daidzein, dimethyldaidzein, and isoformononetin

KF Biegasiewicz, JDS Denis, VM Carroll, R Priefer

Index: Biegasiewicz, Kyle F.; Denis, Jeffrey D. St.; Carroll, Vincent M.; Priefer, Ronny Tetrahedron Letters, 2010 , vol. 51, # 33 p. 4408 - 4410

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Citation Number: 15

Abstract

Synthesis of the soy isoflavone, daidzein, and its derivatives, isoformononetin and dimethyldaidzein, through utilization of a novel synthetic pathway is reported. This synthesis employs an enamine addition and O-methylation of 2, 4-dihydroxyacetophenone, a subsequent ring closure and iodination, followed by a Suzuki coupling with PEG 10000. Demethylation of either isoformononetin or dimethyldaidzein afforded daidzein.