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Selective Late‐Stage Hydrodefluorination of Trifluoromethylarenes: A Facile Access to Difluoromethylarenes
Author(s) -
Munoz Socrates B.,
Ni Chuanfa,
Zhang Zhe,
Wang Fang,
Shao Nan,
Mathew Thomas,
Olah George A.,
Prakash G. K. Surya
Publication year - 2017
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.201700396
Subject(s) - chemistry , trifluoromethyl , acetic acid , combinatorial chemistry , organic chemistry , halogenation , alkyl
A selective reductive monodefluorination reaction of trifluoromethyl arenes was developed. Mediated by magnesium metal, various difluoromethylated aromatics were accessed at room temperature in the presence of acetic acid. This protocol shows tolerance to a wide range of functional groups and it was applicable in late‐stage hydrodefluorination of complex pharmaceutical compounds, affording the corresponding CF 2 H analogues and their deuterated (CF 2 D) counterparts.