Literature DB >> 28749682

Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles.

Mckenna G Hanson1, Noelle M Olson1, Zubaoyi Yi1, Grace Wilson1, Dipannita Kalyani1.   

Abstract

This manuscript describes the Ni-catalyzed coupling of azoles with aromatic nitriles. The use of BPh3 promotes these arylations with electronically diverse azoles and benzonitriles. While the nickel catalyst is necessary for the arylations of phenyl oxazoles, arylation of benzoxazoles with some nitriles affords the arylated products even in the absence of the Ni catalyst albeit in lower yield than the catalyzed process. The Ni-catalyzed process exhibits higher rates and a broader scope than the uncatalyzed transformation.

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Year:  2017        PMID: 28749682      PMCID: PMC5679019          DOI: 10.1021/acs.orglett.7b01938

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  33 in total

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3.  Nickel-catalyzed direct arylation of azoles with aryl bromides.

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Journal:  Org Lett       Date:  2009-04-16       Impact factor: 6.005

Review 4.  Recent advances in aryl-aryl bond formation by direct arylation.

Authors:  Gerard P McGlacken; Lorraine M Bateman
Journal:  Chem Soc Rev       Date:  2009-05-22       Impact factor: 54.564

Review 5.  Transition-metal-catalyzed direct arylation of (hetero)arenes by C-H bond cleavage.

Authors:  Lutz Ackermann; Rubén Vicente; Anant R Kapdi
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Carbon-carbon formation via Ni-catalyzed Suzuki-Miyaura coupling through C-CN bond cleavage of aryl nitrile.

Authors:  Da-Gang Yu; Miao Yu; Bing-Tao Guan; Bi-Jie Li; Yang Zheng; Zhen-Hua Wu; Zhang-Jie Shi
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

7.  Cleavage of carbon-carbon bonds in aromatic nitriles using nickel(0).

Authors:  Juventino J Garcia; Nicole M Brunkan; William D Jones
Journal:  J Am Chem Soc       Date:  2002-08-14       Impact factor: 15.419

8.  Rhodium-catalyzed silylation and intramolecular arylation of nitriles via the silicon-assisted cleavage of carbon-cyano bonds.

Authors:  Mamoru Tobisu; Yusuke Kita; Yusuke Ano; Naoto Chatani
Journal:  J Am Chem Soc       Date:  2008-11-26       Impact factor: 15.419

9.  Efficient nickel mediated carbon-carbon bond cleavage of organonitriles.

Authors:  Thomas Schaub; Christian Döring; Udo Radius
Journal:  Dalton Trans       Date:  2007-04-17       Impact factor: 4.390

Review 10.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

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  1 in total

Review 1.  Recent Advances on Synthetic Methodology Merging C-H Functionalization and C-C Cleavage.

Authors:  Hamid Azizollahi; José-Antonio García-López
Journal:  Molecules       Date:  2020-12-13       Impact factor: 4.411

  1 in total

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