Tetrahedron

The chemistry of pentavalent organobismuth reagents: Part XII. Synthesis of isoflavanones and 3-aryl-4-hydroxycoumarins

DHR Barton, DMX Donnelly, JP Finet, PH Stenson

Index: Barton; Donnelly; Finet; Stenson Tetrahedron, 1988 ,  vol. 44,  # 20  p. 6387 - 6396

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Citation Number: 27

Abstract

The arylation of chroman-4-one and 4-hydroxycoumarin derivatives by pentavalent arylbismuth reagents has been carried out. Chroman-4-one gives the 3-diphenyl derivative, whereas 3-formyl and 3-oxalyl derivatives are phenylated to isoflavanones in moderate to high yields. Arylation of 4-hydroxycoumarins by various Bi (V) reagents gives rise to functionally substituted 3-aryl-4-hydroxycoumarins in high yields.