Title Rhodium/Copper-Catalyzed Annulation of Benzimides with Internal Alkynes: Indenone Synthesis through Sequential C-H and C-N Cleavage
Authors Li, Bi-Jie
Wang, Hao-Yuan
Zhu, Qi-Lei
Shi, Zhang-Jie
Affiliation Peking Univ, BNLMS, Minist Educ, Coll Chem & Mol Engn, Beijing 100871, Peoples R China.
Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem & Mol Engn, Beijing 100871, Peoples R China.
Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China.
Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China.
Keywords annulation
C?H activation
heterocycles
rhodium
synthetic methods
CARBONYLATIVE CYCLIZATION REACTIONS
CARBON-HYDROGEN BONDS
DIRECT ARYLATION
ARYL-KETONES
NUCLEOPHILIC-SUBSTITUTION
UNSATURATED MOLECULES
ASYMMETRIC-SYNTHESIS
AROMATIC KETIMINES
ORGANIC-SYNTHESIS
DIRECTING GROUP
Issue Date 2012
Publisher angewandte chemie international edition
Citation ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.2012,51,(16),3948-3952.
Abstract Doubled up: a rhodium(III)/copper(II) system co-catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp*=C(5) Me(5)). The reaction involves an uncommon nucleophilic addition of a transition-metal-carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes.Copyright ? 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
URI http://hdl.handle.net/20.500.11897/149908
ISSN 1433-7851
DOI 10.1002/anie.201200271
Indexed SCI(E)
PubMed
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