Copper-Promoted Thiolation of C(sp2)-H Bonds Using a 2-Amino Alkylbenzimidazole Directing Group

被引:38
作者
Liu, Shuang-Liang [1 ]
Li, Xue-Hong [1 ]
Shi, Tan-Hao [1 ]
Yang, Guang-Chao [1 ]
Wang, Hai-Li [1 ]
Gong, Jun-Fang [1 ]
Song, Mao-Ping [1 ]
机构
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Henan Key Lab Chem Biol & Organ Chem, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
Nitrogen heterocycles; Copper; C-H activation; Directing groups; Sulfur; C-H BONDS; CATALYZED SULFENYLATION; FUNCTIONALIZATIONS; ARYL; DISULFIDES; THIOLS; ACTIVATION; INHIBITORS; THIOETHERS; COMPLEXES;
D O I
10.1002/ejoc.201700147
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-promoted thiolation of C(sp(2))-H bonds with disulfides was achieved by using 2-amino alkylbenzimidazole (MBIP amine) as a new and removable N,N-bidentate directing group. This strategy gives a variety of functionalized thioethers in moderate to excellent yields in a simple and efficient way. Importantly, the substrate scope is not limited to aromatic amides; diverse alkenyl amides are also compatible. Furthermore, this synthetic approach provides a potentially feasible way to achieve structural modification of related benzimidazole-containing compounds through direct C-H activation.
引用
收藏
页码:2280 / 2289
页数:10
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