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Solid‐State Radical C−H Trifluoromethylation Reactions Using Ball Milling and Piezoelectric Materials
Author(s) -
Pang Yadong,
Lee Joo Won,
Kubota Koji,
Ito Hajime
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202009844
Subject(s) - trifluoromethylation , mechanochemistry , radical , ball mill , trifluoromethyl , piezoelectricity , chemistry , nanotechnology , combinatorial chemistry , materials science , organic chemistry , metallurgy , composite material , alkyl
The application of piezoelectricity for the generation of trifluoromethyl (CF 3 ) radicals is reported together with the development of a method for the mechanochemical C−H trifluoromethylation of aromatic compounds. As compared to conventional solution‐based approaches, this mechanoredox C−H trifluoromethylation enables cleaner and more sustainable access to a wide range of trifluoromethylated N‐heterocycles and peptides, which are important structural motifs in modern drug discovery. This study thus represents an important milestone for future applications of mechanoredox systems to medicinal and pharmaceutical science.