Literature DB >> 19296639

Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates.

Jérôme Canivet1, Junichiro Yamaguchi, Ikuya Ban, Kenichiro Itami.   

Abstract

Ni-based catalytic systems for the arylation of heteroarenes with aryl halides and triflates have been established. Ni(OAc)(2)/bipy is a general catalyst for aryl bromides/iodides, and Ni(OAc)(2)/dppf is effective for aryl chlorides/triflates. Thiazole, benzothiazole, oxazole, benzoxazole, and benzimidazole are applicable as heteroarene coupling partners. A rapid synthesis of febuxostat, a drug for gout and hyperuricemia, is also demonstrated.

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Year:  2009        PMID： 19296639     DOI： 10.1021/ol9001587

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


  14 in total

1.  Auxiliary-assisted palladium-catalyzed arylation and alkylation of sp2 and sp3 carbon-hydrogen bonds.

Authors:  Dmitry Shabashov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

2.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

3.  Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling.

Authors:  Chengwei Liu; Chong-Lei Ji; Tongliang Zhou; Xin Hong; Michal Szostak
Journal:  Angew Chem Int Ed Engl       Date:  2021-04-06       Impact factor: 15.336

4.  Recent advances in direct C-H arylation: Methodology, selectivity and mechanism in oxazole series.

Authors:  Cécile Verrier; Pierrik Lassalas; Laure Théveau; Guy Quéguiner; François Trécourt; Francis Marsais; Christophe Hoarau
Journal:  Beilstein J Org Chem       Date:  2011-11-29       Impact factor: 2.883

5.  Pd(II)-catalyzed ortho arylation of 2-arylbenzothiazoles with aryl iodides via benzothiazole-directed C-H activation.

Authors:  Qiuping Ding; Huafang Ji; Dan Wang; Yuqing Lin; Weihua Yu; Yiyuan Peng
Journal:  J Organomet Chem       Date:  2012-07-15       Impact factor: 2.369

6.  Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I).

Authors:  Sem Raj Tamang; James D Hoefelmeyer
Journal:  Beilstein J Org Chem       Date:  2016-12-15       Impact factor: 2.883

7.  A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide.

Authors:  Jevgenijs Tjutrins; Bruce A Arndtsen
Journal:  Chem Sci       Date:  2016-11-03       Impact factor: 9.825

8.  Palladium(II)-Catalyzed Regioselective Ortho Arylation of sp(2) C-H Bonds of N-Aryl-2-amino Pyridine Derivatives.

Authors:  Moumita Koley; Navid Dastbaravardeh; Michael Schnürch; Marko D Mihovilovic
Journal:  ChemCatChem       Date:  2012-06-13       Impact factor: 5.686

9.  Cobalt(III)-catalyzed synthesis of indazoles and furans by C-H bond functionalization/addition/cyclization cascades.

Authors:  Joshua R Hummel; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2014-12-24       Impact factor: 15.419

10.  C-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation.

Authors:  Kei Muto; Taito Hatakeyama; Junichiro Yamaguchi; Kenichiro Itami
Journal:  Chem Sci       Date:  2015-09-08       Impact factor: 9.825
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