Concise Report
Co/Fe Dual Catalysis for Sequential Hydrosilylation–Isomerization: Access to Trisubstituted (E)-Alkenyl Silanes from Terminal Alkynes
Zhihao Guo,
Guixia Liu,
Zheng Huang,
Zhihao Guo
Chang-Kung Chuang Institute, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorGuixia Liu
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, 200032 China
Search for more papers by this authorCorresponding Author
Zheng Huang
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, 200032 China
School of Chemistry and Materials Science, Hangzhou Institute of Advanced Study, University of Chinese Academy of Sciences, Hangzhou, Zhejiang, 310024 China
E-mail: [email protected]Search for more papers by this authorZhihao Guo,
Guixia Liu,
Zheng Huang,
Zhihao Guo
Chang-Kung Chuang Institute, East China Normal University, Shanghai, 200062 China
Search for more papers by this authorGuixia Liu
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, 200032 China
Search for more papers by this authorCorresponding Author
Zheng Huang
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, 200032 China
School of Chemistry and Materials Science, Hangzhou Institute of Advanced Study, University of Chinese Academy of Sciences, Hangzhou, Zhejiang, 310024 China
E-mail: [email protected]Search for more papers by this authorComprehensive Summary
By rational modification of electronic and steric properties of pincer ligands, a Co/Fe dual catalyst system is developed for one-pot sequential Markovnikov alkyne hydrosilylation and stereoselective alkene isomerization. The protocol provides an atom-economical and efficient approach to trisubstituted (E)-alkenyl silanes from widely accessible terminal alkynes with high regio- and stereoselectivities under mild conditions. The utility of this reaction was demonstrated by gram-scale synthesis and derivatization of bioactive molecules. The radical clock and trapping experiments indicated that radical pathway might be operative in the alkene isomerization step.
Supporting Information
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Appendix S1: Supporting Information |
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