Tetrahedron

Studies in the chemistry of chromone epoxides

JA Donnelly, JR Keegan, K Quigley

Index: Donnelly, John A.; Keegan, John R.; Quigley, Killian Tetrahedron, 1980 , vol. 36, p. 1671 - 1680

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Citation Number: 19

Abstract

Chromones and isoflavones, but not flavones, were epoxidized by alkaline hydrogen peroxide. 3-Substituted chromone epoxides were considerably more stable than others; one isoflavone epoxide was converted into a fluorohydrin, another into a 1, 2-diol. The latter is a 2-hydroxychromanone and a similarly structured compound was obtained by the cyclisation of 2'-benzoyloxy-2, 2-dibromoacetophenone. Acid-catalysed ring-opening of chromone ...