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POCl 3 ‐Promoted Trifluoromethylthiolation‐Based Vicinal Bifunctionalization of Indoles with CF 3 SO 2 Na
Author(s) -
Sun DongWei,
Jiang Xu,
Jiang Min,
Lin Yun,
Liu JinTao
Publication year - 2018
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.201800249
Subject(s) - vicinal , chemistry , phosphorus , chlorine atom , chlorine , sodium , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry
An efficient trifluoromethylthiolation‐based vicinal bifunctionalization of indoles with sodium trifluoromethanesulfinate in the presence of phosphorus oxychloride were achieved to introduce a chlorine atom into the 2‐position under transition‐metal‐free and mild conditions. The protocol could also extend to other sodium perfluoroalkanesulfinates or phosphorus oxybromide. The possible pathway was proposed based on the experimental results.