Electrochemical reduction of phthalyl chloride. A new route for the synthesis of 3-substituted phthalides

A Guirado, F Barba, MB Hursthouse, A Martínez…

Index: Guirado, Antonio; Barba, Fructuoso; Hursthouse, Michael B.; Martinez, Antonio; Arcas, Aurelia Tetrahedron Letters, 1986 , vol. 27, # 34 p. 4063 - 4066

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Citation Number: 14

Abstract

Abstract The cathodic reduction, under various conditions, of phthalyl chloride enables efficient synthesis of (E)-[1, 1′] biisobenzofuranyliden-3, 3′-dion (4),[2]-benzopyrano [4, 3- c]-[2] benzopyrano-6, 12-dione (7), 3-chlorophthalide (8), phtalide (9), or (E)-3 [α- (benzoyloxy) benzylidene] phthalide (12); the structure of the latter compound was confirmed by X-ray crystallography.