Cobalt-Catalyzed CH Cyanation of Arenes and Heteroarenes

Carboxylate assistance proved to be the key for the success of efficient cobalt(III)‐catalyzed CH cyanations. Thus, an in situ generated cationic cobalt complex was identified as a versatile catalyst for the site‐selective synthesis of various aromatic and heteroaromatic nitriles with ample substra...

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 54; no. 12; pp. 3635 - 3638
Main Authors Li, Jie, Ackermann, Lutz
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 16.03.2015
WILEY‐VCH Verlag
Wiley
Subjects
Activation
Aromatic compounds
Benzene Derivatives - chemistry
Carbon - chemistry
Carboxylates
Catalysis
Catalysts
Cationic
Cations - chemistry
Chemistry
Chemistry, Multidisciplinary
Cobalt
Cobalt - chemistry
cyanides
Cyanides - chemistry
CH activation
heterocycles
Hydrogen - chemistry
Indoles - chemistry
Nitriles
Physical Sciences
Science & Technology
Synthesis
synthetic methods
COMPLEX
ACTIVATION
DIRECT ARYLATION
cyanides
BOND FUNCTIONALIZATIONS
cobalt
ALKYNES
CARBON-HYDROGEN
ARYL BROMIDES
MILD
N,N-DIMETHYLFORMAMIDE
C-H activation
heterocycles
synthetic methods
HYDROARYLATION
CH activation
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Summary:Carboxylate assistance proved to be the key for the success of efficient cobalt(III)‐catalyzed CH cyanations. Thus, an in situ generated cationic cobalt complex was identified as a versatile catalyst for the site‐selective synthesis of various aromatic and heteroaromatic nitriles with ample substrate scope. As directed: The title reactions were accomplished with in situ generated cobalt(III) carboxylate complexes for highly efficient CH activations. The direct cyanation proved viable with removable directing groups and displayed a broad substrate scope and mild reaction conditions.
Bibliography:European Research Council - No. 307535
Generous support by the European Research Council under the European Community's Seventh Framework Program (FP7 2007-2013)/ERC Grant agreement no. 307535, and the Chinese Scholarship Program (fellowship to J.L.) is gratefully acknowledged.
ArticleID:ANIE201409247
istex:F0AEC1810361642A310EE8E7F0AC32B5320D62C8
ark:/67375/WNG-JDW9B05V-J
Generous support by the European Research Council under the European Community's Seventh Framework Program (FP7 2007–2013)/ERC Grant agreement no. 307535, and the Chinese Scholarship Program (fellowship to J.L.) is gratefully acknowledged.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201409247