Radical Hydroarylation of Functionalized Olefins and Mechanistic Investigation of Photocatalytic Pyridyl Radical Reactions.
J Am Chem Soc
; 140(45): 15525-15534, 2018 11 14.
Article
en En
| MEDLINE
| ID: mdl-30354095
ABSTRACT
We report the photoredox alkylation of halopyridines using functionalized alkene and alkyne building blocks. Selective single-electron reduction of the halogenated pyridines provides the corresponding heteroaryl radicals, which undergo anti-Markovnikov addition to the alkene substrates. The system is shown to be mild and tolerant of a variety of alkene and alkyne subtypes. A combination of computational and experimental studies support a mechanism involving proton-coupled electron transfer followed by medium-dependent alkene addition and rapid hydrogen atom transfer mediated by a polarity-reversal catalyst.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Piridinas
/
Alquenos
/
Hidrocarburos Halogenados
Idioma:
En
Revista:
J Am Chem Soc
Año:
2018
Tipo del documento:
Article
País de afiliación:
Estados Unidos