POCl3-Promoted Trifluoromethylthiolation-Based Vicinal Bifunctionalization of Indoles with CF3SO2Na

被引：26

作者：

Sun, Dong-Wei ^{[1
]}

Jiang, Xu ^{[2
]}

Jiang, Min ^{[1
]}

Lin, Yun ^{[2
]}

Liu, Jin-Tao ^{[1
]}

机构：

[1] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[2] Nanjing Normal Univ, Coll Chem & Mat Sci, Jiangsu Key Lab Biofunct Mat, 1 Wenyuan Rd, Nanjing 210023, Jiangsu, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 18期

关键词：

Trifluoromethylthiolation; Indole; Bifunctionalization; Perfluoroalkylthiolation; Sodium trifluoromethanesulfonate; Fluorinated compounds; HYPERVALENT IODONIUM YLIDE; NUCLEOPHILIC TRIFLUOROMETHYLTHIOLATION; SODIUM TRIFLUOROMETHANESULFINATE; CATALYZED SYNTHESIS; FLUORINE; REAGENTS; ETHERS; PERFLUOROALKYLTHIOLATION; THIOETHERS; SULFIDES;

D O I：

10.1002/ejoc.201800249

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：2078 / 2081

页数：4

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