|
|||||
|
|
Cu/SaBox-Catalyzed Photoinduced Coupling of Acylsilanes with Alkynes |
|
| Authors: | Dr Long Zheng Dr Xueying Guo Ying-Chao Li Dr Yichen Wu Prof Dr Xiao-Song Xue Prof Dr Peng Wang |
| Institution: | 1. School of Chemistry and Materials Science, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou, 310024 P. R. China
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai, 200032 P. R. China These authors contributed equally to this work.;2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai, 200032 P. R. China These authors contributed equally to this work.;3. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai, 200032 P. R. China;4. School of Chemistry and Materials Science, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou, 310024 P. R. China |
| Abstract: | The transition metal-catalyzed cross-coupling reaction with Fischer metal carbene intermediates bearing an electron-rich alkoxyl or siloxyl group remains a big challenge due to the lack of readily available corresponding carbene precursors. Herein, we report the coupling of alkynes with the Fischer-type copper carbene species bearing a α-siloxyl group, which could be in situ generated from acylsilanes catalytically under photoirradiation and redox-neutral conditions. The side-arm modified bisoxazoline (SaBox) ligands prove to be crucial for this coupling reaction, which provides the corresponding alkynyl alcohol in high yields with remarkable heterocycle tolerance and broad substrate scope. |
| Keywords: | Acylsilanes Copper Coupling Reaction Fischer Carbene Terminal Alkynes |