Synthesis of acetylenes from carboxylic acid derivatives via. beta.-keto sulfones

PA Bartlett, FR Green III, EH Rose

文献索引：Bartlett,P.A. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 4852 - 4858

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被引用次数: 52

摘要

Abstract: Mono-and disubstituted acetylenes 5 are synthesized from carboxylic acid derivatives via the readily accessible@-keto sulfones 3. Reaction of esters, acid chlorides, and nitriles with lithiated derivatives of alkyl aryl sulfones affords the@ keto sulfones 3, which are converted to the enol phosphates 4 via the sodium or potassium enolates (Y= OEt, NMe2) or with catalysis by 4-dimethylaminopyridine (Y= OPh). Reductive elimination of ...