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Cationic Cobalt(III) Catalyzed Indole Synthesis: The Regioselective Intermolecular Cyclization of N‐Nitrosoanilines and Alkynes
Author(s) -
Liang Yujie,
Jiao Ning
Publication year - 2016
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.201511002
Subject(s) - regioselectivity , reactivity (psychology) , cationic polymerization , cobalt , catalysis , chemistry , indole test , intermolecular force , medicinal chemistry , stereochemistry , organic chemistry , molecule , alternative medicine , medicine , pathology
The unique regioselectivity and reactivity of cobalt(III) in the direct cyclization of N‐nitrosoanilines with alkynes for the expedient synthesis of N‐substituted indoles is demonstrated. In the presence of a cobalt(III) catalyst, high regioselectivity was observed when using unsymmetrical meta ‐substituted N‐nitrosoanilines. Moreover, internal alkynes bearing electron‐deficient groups, which are almost unreactive in the [Cp*Rh III ]‐catalyzed system, display good reactivity in this transformation.