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Tributylphosphine-catalyzed reaction of ethanethiol with alkynyl ketones |
Shen Zhaoa, Qing Fa Zhoua, Jia Zhi Liua, Wei Fang Tanga, Tao Lua,b |
a Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China; b Key Laboratory of Drug Quality Control and Pharmacovigilance, China Pharmaceutical University, Ministry of Education, Nanjing 210009, China |
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Abstract A stereoselective and effective method for the synthesis of vinyl thioethers has been developed. This method is based on the Michael addition of ethanethiol to various alkynyl ketones using 10 mol% of tributylphosphine as catalyst. Most of alkynyl ketones react with ethanethiol in this system to yield mainly Z-isomer of vinyl thioether adducts, only in one case mainly E-isomer of vinyl thioether adducts was observed.
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Received: 09 July 2010
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Fund:We are grateful for the financial support from National Natural Science Foundation of China (No. 30973609). |
Corresponding Authors:
Qing Fa Zhou,E-mail addresses:zhouqingfa@cpu.edu.cn;Tao Lu,E-mail addresses:lut163@163.com
E-mail: zhouqingfa@cpu.edu.cn;lut163@163.com
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