Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air

被引:3
|
作者
Ji, Jian [1 ]
Chen, Xuwen [1 ]
Hu, Zongjing [1 ]
Guan, Cong [1 ]
Liu, Jinhua [1 ]
Deng, Yaqi [1 ]
Liu, Shunying [1 ]
机构
[1] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Sch Chem & Mol Engn, Shanghai 200062, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2024年 / 11卷 / 11期
基金
中国国家自然科学基金;
关键词
REDUCTION; CHLORIDES; AMMONIA;
D O I
10.1039/d4qo00246f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An iodine-catalyzed direct radical coupling method for 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air was developed. Products were constructed in one pot with high chemoselectivity and regioselectivity as well as a wide range of substrate scopes (including terminal and internal alkenes). Preliminary mechanistic studies indicated that formation of the C-N bond proceeded via a desulfonation-associated tandem radical cross-coupling process. Iodine-catalyzed 1,2-thio (seleno)amination of alkenes via direct N- and C-centered radical cross-coupling was established to elicit highly regioselective beta-triazolized thioalkyl compounds.
引用
收藏
页码:3066 / 3071
页数:6
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