高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 446.

• Physical Organic Chemistry • 上一篇    下一篇

Free radical telluroacylative addition of telluroesters to terminal alkynes

Chang-Qiu Zhao1, Xian Huang2, Jin-Liang Li1, Ji-Ben Meng1, Yong-Mei Wang1   

  1. 1. Department of Chemistry, Nankai University, Tianjin 300071;
    2. Department of Chemistry, Hangzhou University, Hangzhou 310028
  • 出版日期:1998-12-31 发布日期:1998-12-31

Free radical telluroacylative addition of telluroesters to terminal alkynes

Chang-Qiu Zhao1, Xian Huang2, Jin-Liang Li1, Ji-Ben Meng1, Yong-Mei Wang1   

  1. 1. Department of Chemistry, Nankai University, Tianjin 300071;
    2. Department of Chemistry, Hangzhou University, Hangzhou 310028
  • Online:1998-12-31 Published:1998-12-31

摘要: Vinyl selenides and tellurides are important precursors of many kinds of organic compounds, particular the substituted alkenes that occurred in many biologically active compounds as skeleton structures. Thus the study of vinyl selenides and tellurides has attracted considerable attention in recent years. The bifunctional addition reactions involving selenium and tellurium moieties are the latest methods for preparation of vinyl selenides with various functional groups. Recently we have reported the selenocarbonylation of alkynes with selenoesters catalyzed by cuprous halides. Nevertheless the similar bifunctional addition involving tellurium atoms has not been reported. Considering the C-Te bonds are easier to be broken than corresponding C-Se bonds, the vinyl tellurides containing electron-withdrawing groups may have particular reactivity and application in the preparation of substituted alkenes. Herein we describe the synthesis of β-aryltelluro-α,β-unsaturated ketones via bifunctional addition.

Abstract: Vinyl selenides and tellurides are important precursors of many kinds of organic compounds, particular the substituted alkenes that occurred in many biologically active compounds as skeleton structures. Thus the study of vinyl selenides and tellurides has attracted considerable attention in recent years. The bifunctional addition reactions involving selenium and tellurium moieties are the latest methods for preparation of vinyl selenides with various functional groups. Recently we have reported the selenocarbonylation of alkynes with selenoesters catalyzed by cuprous halides. Nevertheless the similar bifunctional addition involving tellurium atoms has not been reported. Considering the C-Te bonds are easier to be broken than corresponding C-Se bonds, the vinyl tellurides containing electron-withdrawing groups may have particular reactivity and application in the preparation of substituted alkenes. Herein we describe the synthesis of β-aryltelluro-α,β-unsaturated ketones via bifunctional addition.

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