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Branch‐Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium‐Catalyzed ortho ‐Alkylation of Acetanilides
Author(s) -
Crisenza Giacomo E. M.,
Sokolova Olga O.,
Bower John F.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201506581
Subject(s) - acetanilide , iridium , chemistry , alkene , alkylation , catalysis , aryl , butane , alkyl , friedel–crafts reaction , medicinal chemistry , combinatorial chemistry , organic chemistry
An iridium(I) catalyst system, modified with the wide‐bite‐angle and electron‐deficient bisphosphine d F ppb (1,4‐bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch‐selective hydroarylation reactions between diverse acetanilides and aryl‐ or alkyl‐substituted alkenes. This provides direct and ortho ‐selective access to synthetically challenging anilines, and addresses long‐standing issues associated with related Friedel–Crafts alkylations.