Literature DB >> 25347731

Ni(II)-catalyzed oxidative coupling between C(sp(2))-H in benzamides and C(sp(3))-H in toluene derivatives.

Yoshinori Aihara1, Mamoru Tobisu, Yoshiya Fukumoto, Naoto Chatani.   

Abstract

Oxidative coupling between C(sp(2))-H bonds and C(sp(3))-H bonds is achieved by the Ni(II)-catalyzed reaction of benzamides containing an 8-aminoquinoline moiety as the directing group with toluene derivatives in the presence of heptafluoroisopropyl iodide as the oxidant. The method has a broad scope and shows high functional group compatibility. Toluene derivatives can be used as the coupling partner in an unreactive solvent.

Entities:  

Year:  2014        PMID： 25347731     DOI： 10.1021/ja5095342

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


  20 in total

1.  Cation-π Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts.

Authors:  Sheng-Chun Sha; Sergei Tcyrulnikov; Minyan Li; Bowen Hu; Yue Fu; Marisa C Kozlowski; Patrick J Walsh
Journal:  J Am Chem Soc       Date:  2018-09-19       Impact factor: 15.419

2.  Manganese-Mediated Coupling Reaction of Vinylarenes and Aliphatic Alcohols.

Authors:  Wei Zhang; Nai-Xing Wang; Cui-Bing Bai; Yan-Jing Wang; Xing-Wang Lan; Yalan Xing; Yi-He Li; Jia-Long Wen
Journal:  Sci Rep       Date:  2015-10-16       Impact factor: 4.379

3.  Oxidative coupling of sp 2 and sp 3 carbon-hydrogen bonds to construct dihydrobenzofurans.

Authors:  Jiang-Ling Shi; Ding Wang; Xi-Sha Zhang; Xiao-Lei Li; Yu-Qin Chen; Yu-Xue Li; Zhang-Jie Shi
Journal:  Nat Commun       Date:  2017-08-10       Impact factor: 14.919

4.  Cobalt-catalysed C-H carbonylative cyclisation of aliphatic amides.

Authors:  Patrick Williamson; Alicia Galván; Matthew J Gaunt
Journal:  Chem Sci       Date:  2017-01-10       Impact factor: 9.825

5.  Cobalt catalyzed carbonylation of unactivated C(sp3)-H bonds.

Authors:  Nagaraju Barsu; Shyam Kumar Bolli; Basker Sundararaju
Journal:  Chem Sci       Date:  2016-12-20       Impact factor: 9.825

6.  Coordinating activation strategy for C(sp(3))-H/C(sp(3))-H cross-coupling to access β-aromatic α-amino acids.

Authors:  Kaizhi Li; Qian Wu; Jingbo Lan; Jingsong You
Journal:  Nat Commun       Date:  2015-09-29       Impact factor: 14.919

7.  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

8.  Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters.

Authors:  Josep Cornella; Jacob T Edwards; Tian Qin; Shuhei Kawamura; Jie Wang; Chung-Mao Pan; Ryan Gianatassio; Michael Schmidt; Martin D Eastgate; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-02-09       Impact factor: 15.419

9.  Nickel-catalyzed C-H/N-H annulation of aromatic amides with alkynes in the absence of a specific chelation system.

Authors:  Atsushi Obata; Yusuke Ano; Naoto Chatani
Journal:  Chem Sci       Date:  2017-07-24       Impact factor: 9.825

10.  Copper-catalyzed oxidative C(sp3)-H/C(sp2)-H cross-coupling en route to carbocyclic rings.

Authors:  Rui Wang; Yan Li; Ruo-Xing Jin; Xi-Sheng Wang
Journal:  Chem Sci       Date:  2017-03-15       Impact factor: 9.825
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