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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Published in	Angewandte Chemie International Edition Vol. 54; no. 12; pp. 3635 - 3638
Main Authors	Li, Jie, Ackermann, Lutz
Format	Journal Article
Language	English
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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Abstract	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.
AbstractList	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.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. 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. 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. 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. Carboxylate assistance proved to be the key for the success of efficient cobalt(III)-catalyzed C--H cyanations. Thus, an insitu 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 insitu 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.
Author	Li, Jie Ackermann, Lutz
Author_xml	– sequence: 1 givenname: Jie surname: Li fullname: Li, Jie organization: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen (Germany) http://www.ackermann.chemie.uni-goettingen.de/ – sequence: 2 givenname: Lutz surname: Ackermann fullname: Ackermann, Lutz email: Lutz.Ackermann@chemie.uni-goettingen.de organization: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen (Germany) http://www.ackermann.chemie.uni-goettingen.de/
BackLink	https://www.ncbi.nlm.nih.gov/pubmed/25404422$$D View this record in MEDLINE/PubMed
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Copyright	2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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ISSN	1433-7851 1521-3773
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Keywords	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
Language	English
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Notes	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 content type line 23
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PublicationDate	March 16, 2015
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PublicationTitle	Angewandte Chemie International Edition
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PublicationYear	2015
Publisher	WILEY-VCH Verlag WILEY‐VCH Verlag Wiley
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Snippet	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... 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... 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... Carboxylate assistance proved to be the key for the success of efficient cobalt(III)-catalyzed C--H cyanations. Thus, an insitu generated cationic cobalt...
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SubjectTerms	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
Title	Cobalt-Catalyzed CH Cyanation of Arenes and Heteroarenes
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