Tetrahedron

Conjugate addition of cuprate reagents to chromones: A route to 2-substituted chroman-4-ones

ST Saengchantara, TW Wallace

Index: Saengchantara, Suthiweth T.; Wallace, Timothy W. Tetrahedron, 1990 , vol. 46, # 8 p. 3029 - 3036

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Citation Number: 25

Abstract

Chromones (4-oxo-4H-1-benzopyrans) activated by electron-withdrawing groups attached to C-3 undergo efficient 1, 4-additon of cuprate reagents, producing 2, 3-disubstituted chroman-4-ones. The addition products from methyl chromone-3-carboxylates can be converted into 2-substituted chroman-4-ones by treatment with sodium chloride in wet dimethylsulphoxide.