Citation: Li Shuang, Xiang Heng, Jiang Ruihang, Ju Jia, Jiao Pengchong, Yuan Hualei, Sun Hongbin, Cai Huaqiang. Stereoselective Vinylation under Mild Metal-Free Conditions to Synthesize N-Vinylazoles[J]. Chinese Journal of Organic Chemistry, ;2018, 38(6): 1493-1499. doi: 10.6023/cjoc201710009 shu

Stereoselective Vinylation under Mild Metal-Free Conditions to Synthesize N-Vinylazoles

Li Shuang ^a,b,c ,
Xiang Heng ^b,c ,
Jiang Ruihang ^a ,
Ju Jia ^b,c,, ,
Jiao Pengchong ^b,c ,
Yuan Hualei ^b,c ,
Sun Hongbin ^a,, ,
Cai Huaqiang ^b,c

a.
Department of Chemistry, Northeastern University, Shenyang 110819
b.
Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621900
c.
New Material Research Center in Sichuan, Chengdu 610000

Corresponding author: Ju Jia, jujia@caep.cn Sun Hongbin, sunhb@mail.neu.edu.cn
Received Date: 9 October 2017
Revised Date: 18 December 2017
Available Online: 6 June 2018
Fund Project: the Sci-Tech Innovation Funds for Institute of Chemical Materials KJCX-201502Project supported by the Sci-Tech Innovation Funds for Institute of Chemical Materials (No. KJCX-201502)

Figures(3)

A metal-free synthetic protocol for N-vinylazoles has been developed. Twenty-two structurally diversed N-vinylazoles including 15 new compounds are obtained with good to high yield at near room temperature, and all of products consist trans-alkene moieties with high stereoselectivity.
- metal-free,
- C—N coupling,
- vinylation,
- azoles,
- stereoselectivity
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