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- Title
Trifluoromethanesulfonic Anhydride as a Low‐Cost and Versatile Trifluoromethylation Reagent.
- Authors
Ouyang, Yao; Xu, Xiu‐Hua; Qing, Feng‐Ling
- 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.
- Subjects
TRIFLUOROMETHYL compounds synthesis; METHYLATION; PYRIDINE; ALKYNES; OXIDATION-reduction reaction
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 23, p7042
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201803566