Metallaphotoredox Perfluoroalkylation of Organobromides.
J Am Chem Soc
; 142(46): 19480-19486, 2020 11 18.
Article
em En
| MEDLINE
| ID: mdl-33164534
ABSTRACT
Ruppert-Prakash type reagents (TMSCF3, TMSC2F5, and TMSC3F7) are readily available, air-stable, and easy-to-handle fluoroalkyl sources. Herein, we describe a mild, copper-catalyzed cross-coupling of these fluoroalkyl nucleophiles with aryl and alkyl bromides to produce a diverse array of trifluoromethyl, pentafluoroethyl, and heptafluoropropyl adducts. This light-mediated transformation proceeds via a silyl-radical-mediated halogen atom abstraction pathway, which enables perfluoroalkylation of a broad range of organobromides of variable steric and electronic demand. The utility of the method is demonstrated through the late-stage functionalization of several drug analogues.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Fluorocarbonos
/
Hidrocarbonetos Bromados
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article