Studies on Some Reactions of Sulfur-Containing Carbanions and Their Synthetic Applications (Ⅰ)——A Solid-Liquid Phase Transfer Catalyzed Synthesis of Substituted Cinnamates

Chem. J. Chinese Universities ›› 1988, Vol. 9 ›› Issue (12): 1293.

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Studies on Some Reactions of Sulfur-Containing Carbanions and Their Synthetic Applications (Ⅰ)——A Solid-Liquid Phase Transfer Catalyzed Synthesis of Substituted Cinnamates

Liu Guangjian, Zhang Zheng, Xu Congying

Department of Chemistry, Nanjing University, Nanjing

Received:1987-07-11 Online:1988-12-24 Published:1988-12-24

Abstract

Abstract: This paper reports a solid-liquid phase transfer catalyzed alkylation elimination of methyl α-phenyl sulfinylacetate and its application for the synthesis of substituted cinnamates. Some improvements have been made in the generation and synthetic application of this α-sulfinyl carbanion by using potassium carbonate as base and Aliquat-336 or TEBAas catalyst. The present procedure provides a convenient and efficient approach to a numoer of α,β-unsaturated esters under mild conditions.

Key words: Sulfur-containing carbanions, Phase transfer catalysis, Synthesis, Subs-tituted cinnamates, Methyl α-phenylsulfinylacetate

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Liu Guangjian, Zhang Zheng, Xu Congying . Studies on Some Reactions of Sulfur-Containing Carbanions and Their Synthetic Applications (Ⅰ)——A Solid-Liquid Phase Transfer Catalyzed Synthesis of Substituted Cinnamates[J]. Chem. J. Chinese Universities, 1988, 9(12): 1293.

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Studies on Some Reactions of Sulfur-Containing Carbanions and Their Synthetic Applications (Ⅰ)——A Solid-Liquid Phase Transfer Catalyzed Synthesis of Substituted Cinnamates

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