Tetrahedron

Condensations of benzil with phenols and aryl ethers mediated by tin (IV) chloride pentahydrate

BJ Morrison, OC Musgrave

Index: Morrison, Brian J; Musgrave, Oliver C Tetrahedron, 2002 , vol. 58, # 21 p. 4255 - 4260

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Citation Number: 17

Abstract

The reaction of benzil with phenol at 180° C in the presence of SnCl4· 5H2O produces a benzofuran, a benzofuranol, a benzodifuran, and a benzofuranone. Anhydrous tin (IV) chloride also gives a benzofuranofuranone. Other phenols and their methyl ethers yield related products. The good yields of the benzo-and naphtho-furanones make the method an attractive alternative to the benzilic acid route to such compounds.