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Organocatalytic Oxidative Annulation of Benzamide Derivatives with Alkynes
Author(s) -
Manna Srimanta,
Antonchick Andrey P.
Publication year - 2014
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.201404222
Subject(s) - annulation , benzamide , peracetic acid , iodobenzene , chemistry , selectivity , catalysis , cycloaddition , combinatorial chemistry , organic chemistry , hydrogen peroxide
Organocatalytic annulation by functionalization of benzamide derivatives with alkynes has been developed. We report a new approach of cycloaddition under mild reaction conditions using simple catalysts, such as iodobenzene and peracetic acid, as oxidant. Those novel, mild reaction conditions provided a straightforward synthesis of isoquinolones with fast reaction rate. Notable selectivity in annulation of unsymmetrically disubstituted alkynes was demonstrated.