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Iron‐Catalyzed Chemoselective ortho Arylation of Aryl Imines by Directed CH Bond Activation
Author(s) -
Yoshikai Naohiko,
Matsumoto Arimasa,
Norinder Jakob,
Nakamura Eiichi
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200900454
Subject(s) - chemistry , imine , aryl , reagent , acetophenone , bromide , catalysis , medicinal chemistry , sulfonate , palladium , selectivity , combinatorial chemistry , organic chemistry , sodium , alkyl
No Fe‐ar : Iron catalyzes an imine‐directed CH bond activation to introduce an ortho ‐aryl group to an acetophenone‐derived imine using a diarylzinc reagent (see scheme), whereas palladium catalyzes the conventional substitution reaction . The title reaction features mild and selective CH bond activation in the presence of aryl bromide, chloride, or sulfonate groups, and 1,2‐dichloroisobutane is essential to achieve such selectivity.