Three-Component Bisannulation for the Synthesis of Trifluoromethylated Tetracyclic Aza-Aromatics through Six C(sp3)-F Bond Cleavage and Four C-N Bond Formation.
J Org Chem
; 86(12): 8236-8247, 2021 06 18.
Article
em En
| MEDLINE
| ID: mdl-34061530
ABSTRACT
An unprecedented and expeditious tandem bisannulation of polyfluoroalkylated tetralones with benzamidines to access various fluoroalkyl tetracyclic [1,3]-diazepines through multiple C-N bond formation and C(sp3)-F bond cleavage is reported. The process features high regio-/chemoselectivities, broad substrate scope, good functional group tolerance, procedural simplicity, mild reaction conditions, and scale-up synthesis. Mechanistic studies showed that the distinctive fluorine effect of polyfluoroalkyl tetralone plays a vital role for the aza-tetracycle construction.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Flúor
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article