Double alkylation of carbon monoxide via free radicals: synthesis of unsymmetrical ketones

…, K Kusano, H Yamazaki, N Sonoda

Index: Ryu, Ilhyong; Kusano, Kazuya; Yamazaki, Hiroshi; Sonoda, Noboru Journal of Organic Chemistry, 1991 , vol. 56, # 17 p. 5003 - 5005

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Citation Number: 54

Abstract

Summary: A novel method for the synthesis of unsym-metrical ketonea via the free radical carbonylution of alkyl halides is described. The mechanism of the reaction involves the trapping of an alkyl free radical by CO, the addition of the acyl free radical so formed to an alkene, and termination of the reaction by the abstraction of a hydrogen atom from tributyltin hydride by the product acyl-substituted free radical.