Radical Reaction by a Combination of Phosphinic Acid and a Base in Aqueous Media.

H Yorimitsu, H Shinokubo, K Oshima

Index: Yorimitsu; Shinokubo; Oshima Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 2 p. 225 - 235

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Citation Number: 62

Abstract

Treatment of various organic halides with phosphinic acid (hypophosphorous acid) in aqueous ethanol in the presence of a radical initiator and a base gave the corresponding reduced products in high yields. Addition of a base is indispensable for the reduction of halides by phosphinic acid. Allylic ether of o-iodophenol or 2-haloalkanal allylic acetal underwent radical cyclization under the same conditions to afford the corresponding cyclic ...