Literature DB >> 20712366

Cobalt-catalyzed hydroarylation of alkynes through chelation-assisted C-H bond activation.

Ke Gao1, Pin-Sheng Lee, Takeshi Fujita, Naohiko Yoshikai.   

Abstract

Ternary catalytic systems consisting of cobalt salts, phosphine ligands, and Grignard reagents promote addition of arylpyridines and imines to unactivated internal alkynes with high regio- and stereoselectivities. Deuterium-labeling experiments suggest that the reaction involves chelation-assisted oxidative addition of the aryl C-H bond to the cobalt center and insertion of the C-C triple bond into the Co-H bond, followed by reductive elimination of the resulting diorganocobalt species.

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Year:  2010        PMID: 20712366     DOI: 10.1021/ja106814p

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

1.  Cobalt-Catalyzed Coupling of Benzoic Acid C-H Bonds with Alkynes, Styrenes, and 1,3-Dienes.

Authors:  Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-10       Impact factor: 15.336

2.  Cobalt-catalyzed, aminoquinoline-directed C(sp²)-H bond alkenylation by alkynes.

Authors:  Liene Grigorjeva; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-24       Impact factor: 15.336

3.  Catalytic Enantioselective Hetero-dimerization of Acrylates and 1,3-Dienes.

Authors:  Stanley M Jing; Vagulejan Balasanthiran; Vinayak Pagar; Judith C Gallucci; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2017-11-22       Impact factor: 15.419

4.  Activator-free single-component Co(I)-catalysts for regio- and enantioselective heterodimerization and hydroacylation reactions of 1,3-dienes. New reduction procedures for synthesis of [L]Co(I)-complexes and comparison to in situ generated catalysts.

Authors:  Mahesh M Parsutkar; Curtis E Moore; T V RajanBabu
Journal:  Dalton Trans       Date:  2022-07-05       Impact factor: 4.569

5.  Cobalt-Catalyzed, Aminoquinoline-Directed Functionalization of Phosphinic Amide sp2 C-H Bonds.

Authors:  Tung Thanh Nguyen; Liene Grigorjeva; Olafs Daugulis
Journal:  ACS Catal       Date:  2015-12-22       Impact factor: 13.084

6.  C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C-H bond activation.

Authors:  Zhenhua Ding; Naohiko Yoshikai
Journal:  Beilstein J Org Chem       Date:  2012-09-14       Impact factor: 2.883

7.  Cobalt-catalysed site-selective intra- and intermolecular dehydrogenative amination of unactivated sp(3) carbons.

Authors:  Xuesong Wu; Ke Yang; Yan Zhao; Hao Sun; Guigen Li; Haibo Ge
Journal:  Nat Commun       Date:  2015-03-10       Impact factor: 14.919

8.  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

9.  Additive-Free Pd-Catalyzed α-Allylation of Imine-Containing Heterocycles.

Authors:  Marko Kljajic; Johannes G Puschnig; Hansjörg Weber; Rolf Breinbauer
Journal:  Org Lett       Date:  2016-12-12       Impact factor: 6.005

10.  Mechanistic insights into cobalt(ii/iii)-catalyzed C-H oxidation: a combined theoretical and experimental study.

Authors:  Xiao-Kang Guo; Lin-Bao Zhang; Donghui Wei; Jun-Long Niu
Journal:  Chem Sci       Date:  2015-09-09       Impact factor: 9.825

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