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J Am Chem Soc ; 144(27): 11961-11968, 2022 07 13.
Artigo em Inglês | MEDLINE | ID: mdl-35786873

RESUMO

Deoxy-functionalization of alcohols represents a class of reactions that has had a profound impact on modern medicine. In particular, deoxyfluorination is commonly employed as a means to incorporate high-value fluorine atoms into drug-like molecules. Recently, the trifluoromethyl (CF3) group has garnered attention from medicinal chemists due to its ability to markedly improve the pharmaceutical properties of small-molecule drug candidates. To date, however, there remains no general means to accomplish the analogous deoxygenative trifluoromethylation of alcohols. We report herein a copper metallaphotoredox-mediated direct deoxytrifluoromethylation, wherein alcohol substrates are activated in situ by benzoxazolium salts for C(sp3)-CF3 bond formation.


Assuntos
Álcoois , Hidrocarbonetos Fluorados , Álcoois/química , Catálise , Cobre/química , Hidrocarbonetos Fluorados/química , Metilação
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