Metal-free di- and tri-fluoromethylation of alkenes realized by visible-light-induced perylene photoredox catalysis

Regioselective amino-difluoromethylation of aromatic alkenes via C(sp(3))–CF(2)H and C(sp(3))–N bond formation with the C[double bond, length as m-dash]C moiety has been achieved in a single operation by visible-light photoredox catalysis. The combination of a shelf-stable and easy-to-handle sulfoni...

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Detalles Bibliográficos
Autores principales: Noto, Naoki, Koike, Takashi, Akita, Munetaka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5628600/
https://www.ncbi.nlm.nih.gov/pubmed/28989669
http://dx.doi.org/10.1039/c7sc01703k
Descripción
Sumario:Regioselective amino-difluoromethylation of aromatic alkenes via C(sp(3))–CF(2)H and C(sp(3))–N bond formation with the C[double bond, length as m-dash]C moiety has been achieved in a single operation by visible-light photoredox catalysis. The combination of a shelf-stable and easy-to-handle sulfonium salt, S-difluoromethyl-S-di(p-xylyl)sulfonium tetrafluoroborate, and perylene catalysis is the key to the successful transformation. Furthermore, this noble metal-free protocol allows for the photocatalytic trifluoromethylation of alkenes.

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