Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles

Transition-metal-catalyzed direct C–H/C–H cross-coupling reactions as efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, the strategy for preparation of biphenyl-2-carbonitriles has not been well established. Herein, we described the f...

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Main Authors: Huibei Xu, Yanying Zhu, Xinyue Chai, Jiahui Yang, Lin Dong
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2020-11-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554920300284
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spelling doaj-30e02394a46648d69268cdd2178247b52021-10-05T04:21:29ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492020-11-0112167170Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitrilesHuibei Xu0Yanying Zhu1Xinyue Chai2Jiahui Yang3Lin Dong4Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaKey Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaKey Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaKey Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaCorresponding author.; Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, ChinaTransition-metal-catalyzed direct C–H/C–H cross-coupling reactions as efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, the strategy for preparation of biphenyl-2-carbonitriles has not been well established. Herein, we described the first cyanogen directed Rh(III)-catalyzed CDC reaction of aromatic nitriles with heteroarenes. Various biphenyl-2-carbonitrilederivatives were obtained with broad functional group compatibility.http://www.sciencedirect.com/science/article/pii/S2666554920300284Rh(III)-catalysisCross-dehydrogenative couplingC–H activationHeteroarylationBiphenyl-2-carbonitriles
collection DOAJ
language English
format Article
sources DOAJ
author Huibei Xu
Yanying Zhu
Xinyue Chai
Jiahui Yang
Lin Dong
spellingShingle Huibei Xu
Yanying Zhu
Xinyue Chai
Jiahui Yang
Lin Dong
Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
Green Synthesis and Catalysis
Rh(III)-catalysis
Cross-dehydrogenative coupling
C–H activation
Heteroarylation
Biphenyl-2-carbonitriles
author_facet Huibei Xu
Yanying Zhu
Xinyue Chai
Jiahui Yang
Lin Dong
author_sort Huibei Xu
title Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
title_short Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
title_full Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
title_fullStr Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
title_full_unstemmed Rh(III)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: Rapid access to biheteroaryl-2-carbonitriles
title_sort rh(iii)-catalyzed direct cross-dehydrogenative coupling of aromatic nitriles with heteroarenes: rapid access to biheteroaryl-2-carbonitriles
publisher KeAi Communications Co. Ltd.
series Green Synthesis and Catalysis
issn 2666-5549
publishDate 2020-11-01
description Transition-metal-catalyzed direct C–H/C–H cross-coupling reactions as efficient and atom-economical approaches have been widely used to build up complex heterocyclic compounds. However, the strategy for preparation of biphenyl-2-carbonitriles has not been well established. Herein, we described the first cyanogen directed Rh(III)-catalyzed CDC reaction of aromatic nitriles with heteroarenes. Various biphenyl-2-carbonitrilederivatives were obtained with broad functional group compatibility.
topic Rh(III)-catalysis
Cross-dehydrogenative coupling
C–H activation
Heteroarylation
Biphenyl-2-carbonitriles
url http://www.sciencedirect.com/science/article/pii/S2666554920300284
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