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 ...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.展开更多
2-Phenyl-3-thioformylindolizine and 1,2-dimethyl-3-thioformylindolizine undergo a novel desulfur coupling reaction in the presence of tributylphosphine to give (E)-1,2-bis(3-indolizinyl)ethenes in high yields. The...2-Phenyl-3-thioformylindolizine and 1,2-dimethyl-3-thioformylindolizine undergo a novel desulfur coupling reaction in the presence of tributylphosphine to give (E)-1,2-bis(3-indolizinyl)ethenes in high yields. The structures of products were confirmed by IR, ^1H NMR, MS, elemental analysis and single crystal X-ray diffraction analysis. The mechanisms involved in various stages of the reaction were discussed.展开更多
基金support from National Natural Science Foundation of China(No.30973609)
文摘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.
基金Project supported by the National Natural Science Foundation of China (No. 20672090), the Natural Science Foundation of Jiangsu Education Department (No. 06KJD150015), the Key Laboratory of Marine Biotechnology Foundation of Jiangsu Province (No. 2006HS014) and the Hualhai Institute of Technology Disciplinary Construction Foundation (No. XK200309).
文摘2-Phenyl-3-thioformylindolizine and 1,2-dimethyl-3-thioformylindolizine undergo a novel desulfur coupling reaction in the presence of tributylphosphine to give (E)-1,2-bis(3-indolizinyl)ethenes in high yields. The structures of products were confirmed by IR, ^1H NMR, MS, elemental analysis and single crystal X-ray diffraction analysis. The mechanisms involved in various stages of the reaction were discussed.