碘化亚铜催化炔丙基环状碳酸酯/氨基甲酸酯的脱羧硫醇化反应以制备烯丙基硫醚
CuI-Catalyzed Decarboxylative Thiolation of Propargylic Cyclic Carbonates/Carbamates to Access Allenyl Thioethers.
作者信息
Lu Wen-Ya, You Yong, Li Ting-Ting, Wang Zhen-Hua, Zhao Jian-Qiang, Yuan Wei-Cheng
机构信息
National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.
Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
出版信息
J Org Chem. 2021 May 7;86(9):6711-6720. doi: 10.1021/acs.joc.1c00453. Epub 2021 Apr 12.
The first CuI-catalyzed decarboxylative thiolation of terminal alkyne-substituted cyclic carbonates/carbamates to access allenes has been developed. A wide range of hydroxymethyl- and aminomethyl-containing allenyl thioethers were smoothly obtained in good to excellent yields under mild conditions. The copper-allenylidene intermediate among the process is crucial to the decarboxylative thiolation reaction. This method opens up a new channel to access allenyl thioether compounds.
首次开发了铜催化的末端炔烃取代的环状碳酸酯/氨基甲酸酯的脱羧硫醇化反应以制备丙二烯。在温和条件下，可以顺利地以良好至优异的产率得到各种含羟甲基和氨基甲基的丙二烯基硫醚。该过程中的铜亚丙二烯中间体对脱羧硫醇化反应至关重要。该方法为制备丙二烯基硫醚化合物开辟了一条新途径。
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