Direct Synthesis of α-Aryl-α-Trifluoromethyl Alcohols via Nickel Catalyzed Cross-Electrophile Coupling.
Angew Chem Int Ed Engl
; 61(47): e202211732, 2022 11 21.
Article
en En
| MEDLINE
| ID: mdl-36161744
ABSTRACT
A nickel-catalyzed reductive cross-electrophile coupling between the redox-active N-trifluoroethoxyphthalimide and iodoarenes is documented. The protocol reproduces a formal arylation of trifluoroacetaldehyde under mild conditions in high yields (up to 88 %) and with large functional group tolerance (30 examples). A combined computational and experimental investigation revealed a pivotal solvent assisted 1,2-Hydrogen Atom Transfer (HAT) process to generate a nucleophilic α-hydroxy-α-trifluoromethyl C-centered radical for the Csp2 -Csp3 bond forming process.
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1
Banco de datos:
MEDLINE
Asunto principal:
Alcoholes
/
Níquel
Idioma:
En
Año:
2022
Tipo del documento:
Article