Citation: Ren Haiping, Tian Zaiwen, Li Ke, Zhang Wanxuan. Hydroamination of Propiolic Derivatives with N-Fluorobenzene-sulfonimide Catalyzed by Silver Carbonate[J]. Chinese Journal of Organic Chemistry, ;2020, 40(5): 1310-1315. doi: 10.6023/cjoc201912001 shu

Hydroamination of Propiolic Derivatives with N-Fluorobenzene-sulfonimide Catalyzed by Silver Carbonate

Hubei Collaborative Innovation Center for Advanced Organic Chemical Material, Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Ministry of Education, Hubei University, Wuhan 430062

Corresponding author: Zhang Wanxuan, zhangwx@hubu.edu.cn
Received Date: 1 December 2019
Revised Date: 9 January 2020
Available Online: 21 January 2020
Fund Project: the Key Laboratory for the Synthesis and Applicationof Organic Functional Molecules, Ministry of Education KLSAOFM1912Project supported by the Key Laboratory for the Synthesis and Applicationof Organic Functional Molecules, Ministry of Education (No. KLSAOFM1912)

Figures(1)

Amination using N-fluorobenzenesulfonimide (NFSI) as nitrogen source has become an important route to prepare amines. However, there are few methods to prepare N-vinyl sulfonimides using NFSI as nitrogen source. In the presence of Na₂HPO₄, the hydroamination of propiolates or propiolamides with N-fluorobenzenesulfonimide (NFSI) was realized, where Ag₂CO₃ and 1, 10-phenanthroline derivatives were added as catalysts. It leads to N-vinyldibenzenesulfonimides in high selectivity of Z isomers in the yields of 35%~71%.
- silver carbonate,
- N-fluorobenzenesulfonimide,
- N-vinyldibenzenesulfonimide,
- propiolate,
- propiolamide
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