Copper-catalyzed regioselective 1,4-sulfonylcyanation of 1,3-enynes with sulfonyl chlorides and TMSCN

被引:18
|
作者
Lv, Yunhe [1 ]
Han, Wanru [1 ]
Pu, Weiya [1 ]
Xie, Jinhui [1 ]
Wang, Axue [1 ]
Zhang, Mengyue [1 ]
Wang, Jin [1 ]
Lai, Junrong [1 ]
机构
[1] Anyang Normal Univ, Coll Chem & Chem Engn, Anyang 455000, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 14期
基金
中国国家自然科学基金;
关键词
ALKYNES; AMINODIFLUOROALKYLATION; FUNCTIONALIZATION; ALKENES;
D O I
10.1039/d2qo00486k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and practical copper-catalyzed reaction for the 1,4-sulfonylcyanation of 1,3-enynes under mild conditions is described. This protocol provides efficient and straightforward access to a variety of 5-sulfonylpenta-2,3-dienenitrile derivatives with excellent functional group tolerance and good regioselectivity from readily available 1,3-enynes and commercially available sulfonyl chlorides and TMSCN. A mechanism involving sulfonyl and allenyl radical species is proposed.
引用
收藏
页码:3775 / 3780
页数:6
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