Premium
Visible‐Light‐Induced Palladium‐Catalyzed Generation of Aryl Radicals from Aryl Triflates
Author(s) -
Ratushnyy Maxim,
Kvasovs Nikita,
Sarkar Sumon,
Gevorgyan Vladimir
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201915962
Subject(s) - intramolecular force , chemistry , isoindoline , aryl , palladium , radical , catalysis , oxindole , photochemistry , bond cleavage , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , alkyl
Abstract A mild visible‐light‐induced Pd‐catalyzed intramolecular C−H arylation of amides is reported. The method operates by cleavage of a C(sp 2 )−O bond, leading to hybrid aryl Pd‐radical intermediates. The following 1,5‐hydrogen atom translocation, intramolecular cyclization, and rearomatization steps lead to valuable oxindole and isoindoline‐1‐one motifs. Notably, this method provides access to products with readily enolizable functional groups that are incompatible with traditional Pd‐catalyzed conditions.