Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 28, Pages 7324-7327Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201404222
Keywords
alkynes; annulation; heterocycles; hypervalent iodine; organocatalysis
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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.
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