Copper-Catalyzed Alkynylation of C(sp3)-H Bonds in N-Fluoro-sulfonamides

被引:38
作者
Yin, Zhiping [1 ]
Zhang, Youcan [2 ]
Zhang, Shuo [3 ]
Wu, Xiao-Feng [1 ,2 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Xiasha Campus, Hangzhou 310018, Zhejiang, Peoples R China
[2] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
[3] Zhejiang Chinese Med Univ, Affiliated Hosp 1, Dept Gastroenterol, Youdian Rd 54, Hangzhou 310006, Zhejiang, Peoples R China
关键词
Copper catalyst; Alkynylation; N-Fluoro-sulfonamides; C(sp(3))-H functionalization; 1; 5-Hydrogen atom transfer; RADICALS; ACTIVATION; OXYGEN;
D O I
10.1002/adsc.201900992
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Herein, we developed a copper-catalyzed approach for the remote C(sp(3))-H alkynylation of N-fluoro-sulfonamides. With Cu(OTf)(2) as the catalyst, the carbon radical which generated from nitrogen radical-mediated 1,5-hydrogen atom transfer, go through an addition/fragmentation reaction with various acetylene sulfones. A variety of internal alkynes were synthesized in high yield and regioselectivity. Notably, celecoxib-derived substrate can also gave the corresponding functionalized product in good yield under the standard conditions.
引用
收藏
页码:5478 / 5482
页数:5
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