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Trifluoromethanesulfonic Anhydride as a Low‐Cost and Versatile Trifluoromethylation Reagent.

Authors :
Ouyang, Yao
Xu, Xiu‐Hua
Qing, Feng‐Ling
Source :
Angewandte Chemie International Edition. 6/4/2018, Vol. 57 Issue 23, p6926-6929. 4p.
Publication Year :
2018

Abstract

Abstract: A large number of reagents have been developed for the synthesis of trifluoromethylated compounds. However, an ongoing challenge in trifluoromethylation reaction is the use of less expensive and practical trifluoromethyl sources. We report herein the unprecedented direct trifluoromethylation of (hetero)arenes using trifluoromethanesulfonic anhydride as a radical trifluoromethylation reagent by merging photoredox catalysis and pyridine activation. Furthermore, introduction of both the CF3 and OTf groups of the trifluoromethanesulfonic anhydride into internal alkynes to access tetrasubstituted trifluoromethylated alkenes was achieved. Since trifluoromethanesulfonic anhydride is a low‐cost and abundant chemical, this method provides a cost‐efficient and practical route to trifluoromethylated compounds. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
14337851
Volume :
57
Issue :
23
Database :
Academic Search Index
Journal :
Angewandte Chemie International Edition
Publication Type :
Academic Journal
Accession number :
129873329
Full Text :
https://doi.org/10.1002/anie.201803566