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Methylenecyclopropane Annulation by Manganese(I)‐Catalyzed Stereoselective C−H/C−C Activation
Author(s) -
Liang YuFeng,
Müller Valentin,
Liu Weiping,
Münch Annika,
Stalke Dietmar,
Ackermann Lutz
Publication year - 2017
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.201704767
Subject(s) - annulation , catalysis , chemistry , manganese , rhodium , stereoselectivity , palladium , ruthenium , methylenecyclopropane , cobalt , combinatorial chemistry , metal , medicinal chemistry , stereochemistry , organic chemistry
C−H/C−C functionalizations with methylenecyclopropanes (MCPs) were accomplished with a versatile base‐metal catalyst. A robust manganese(I) complex enabled the expedient annulation of MCPs by synthetically meaningful ketimines to deliver, upon one‐pot hydroarylation, densely substituted polycylic anilines in a step‐economical fashion. Mechanistic studies provided strong support for a facile organometallic C−H manganation, while typical cobalt, ruthenium, rhodium, and palladium catalysts were found completely ineffective.