新颖的银(I)催化磺酰氯与芳香端炔的反应

doi:10.6023/cjoc201204011

有机化学 ›› 2012, Vol. 32 ›› Issue (10): 1872-1879.DOI: 10.6023/cjoc201204011 上一篇下一篇

研究论文

新颖的银(I)催化磺酰氯与芳香端炔的反应

邓桂胜^a,b, 孙腾飞^a, 周佳^a

a 湖南师范大学化学化工学院长沙 410081;
b 湖南师范大学化学生物学及中药分析教育部重点实验室长沙 410081

收稿日期:2012-04-11 修回日期:2012-06-07 发布日期:2012-06-19
通讯作者: 邓桂胜 E-mail:gsdeng@hunnu.edu.cn

A Novel Silver(I)-Catalyzed Reaction of Terminal Arylacetylenes with Sulfonyl Chlorides

Deng Guisheng^a,b, Sun Tengfei^a, Zhou Jia^a

a College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081;
b Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Hunan Normal University), Ministry of Education, Changsha 410081

Received:2012-04-11 Revised:2012-06-07 Published:2012-06-19

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摘要/Abstract

报道银(I)催化芳香端炔与磺酰氯的新颖反应. 该反应出乎意料地得到烯基砜, 产率47%～72%, 并且具有Z选择性. 提出了自由基催化循环机理, 解释了烯基砜的形成及烯基砜的立体化学结果.

关键词: 炔烃, 磺酰氯, 烯基砜, 银盐, 炔基银

A novel reaction of terminal arylacetylenes with sulfonyl chlorides was performed in the presence of a silver(I) catalyst. Vinyl sulfones were obtained in 47%～72% yields. A free radical mechanism for the catalytic cycle has been proposed to account for the formation of products and the stereochemical outcome of vinyl sulfones.

Key words: alkynes, sulfonyl chlorides, vinyl sulfones, silver salt, alkynyl silver

引用此文

邓桂胜, 孙腾飞, 周佳. 新颖的银(I)催化磺酰氯与芳香端炔的反应[J]. 有机化学, 2012, 32(10): 1872-1879.

Deng Guisheng, Sun Tengfei, Zhou Jia. A Novel Silver(I)-Catalyzed Reaction of Terminal Arylacetylenes with Sulfonyl Chlorides[J]. Chin. J. Org. Chem., 2012, 32(10): 1872-1879.

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新颖的银(I)催化磺酰氯与芳香端炔的反应

A Novel Silver(I)-Catalyzed Reaction of Terminal Arylacetylenes with Sulfonyl Chlorides

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