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Copper‐Promoted Thiolation of C(sp 2 )–H Bonds Using a 2‐Amino Alkylbenzimidazole Directing Group
Author(s) -
Liu ShuangLiang,
Li XueHong,
Shi TanHao,
Yang GuangChao,
Wang HaiLi,
Gong JunFang,
Song MaoPing
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700147
Subject(s) - chemistry , amine gas treating , benzimidazole , denticity , copper , combinatorial chemistry , substrate (aquarium) , stereochemistry , group (periodic table) , organic chemistry , medicinal chemistry , crystal structure , oceanography , geology
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.