高等学校化学学报 ›› 1988, Vol. 9 ›› Issue (12): 1293.

• 论文 • 上一篇    下一篇

含硫碳负离子的反应及其应用的研究(Ⅰ)——固-液相转移催化法合成取代肉桂酸酯

刘广鉴, 张正, 许从应   

  1. 南京大学化学系
  • 收稿日期:1987-07-11 出版日期:1988-12-24 发布日期:1988-12-24
  • 通讯作者: 刘广鉴

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   

  1. Department of Chemistry, Nanjing University, Nanjing
  • Received:1987-07-11 Online:1988-12-24 Published:1988-12-24

摘要: 虽然含硫碳负离子在有机合成中已有若干应用[1~4],但要有效地产生这类碳负离子,通常需用有机锂或氢化钠,这些强碱性试剂对氧和潮气都很敏感,在实际应用方面有不足之处。

关键词: 含硫碳负离子, 相转移催化, 合成, 取代肉桂酸酯, &alpha, -苯亚磺酰基乙酸甲酯

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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