Literature DB >> 24038342

Copper-catalyzed oxidative benzylarylation of acrylamides by benzylic C-H bond functionalization for the synthesis of oxindoles.

Shi-Liu Zhou1, Li-Na Guo, Hua Wang, Xin-Hua Duan.   

Abstract

Radically changing benzyls: An efficient method for the benzylarylation of activated alkenes has been developed through a copper-catalyzed tandem radical addition/cyclization strategy (see scheme). This oxidative coupling between acrylamides and benzylic hydrocarbons provides access to diverse alkyl-substituted oxindoles in good to excellent yields. A variety of functional groups were tolerated in this transformation (TBPB = tert-butylperoxy benzoate).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  activated alkenes; benzylarylation; copper; oxindoles; radical addition

Mesh:

Substances:

Year:  2013        PMID: 24038342     DOI: 10.1002/chem.201302139

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

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Journal:  ACS Catal       Date:  2019-10-09       Impact factor: 13.084

2.  Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.

Authors:  Yan-Yun Liu; Xu-Heng Yang; Ren-Jie Song; Shenglian Luo; Jin-Heng Li
Journal:  Nat Commun       Date:  2017-04-10       Impact factor: 14.919

3.  Oxidative cross-dehydrogenative coupling (CDC) via C(sp2)-H bond functionalization: tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes.

Authors:  Richa Sharma; Lalit Yadav; Ravi Kant Yadav; Sandeep Chaudhary
Journal:  RSC Adv       Date:  2021-04-15       Impact factor: 3.361

4.  The synthesis of anticancer sulfonated indolo[2,1-a]isoquinoline and benzimidazo[2,1-a]isoquinolin-6(5H)-ones derivatives via a free radical cascade pathway.

Authors:  You-Lu Pan; Xiao-Meng Gong; Rong-Rong Hao; Shen-Xin Zeng; Zheng-Rong Shen; Wen-Hai Huang
Journal:  RSC Adv       Date:  2022-03-29       Impact factor: 3.361

5.  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

6.  Revealing the Iron-Catalyzed β-Methyl Scission of tert-Butoxyl Radicals via the Mechanistic Studies of Carboazidation of Alkenes.

Authors:  Mong-Feng Chiou; Haigen Xiong; Yajun Li; Hongli Bao; Xinhao Zhang
Journal:  Molecules       Date:  2020-03-09       Impact factor: 4.411

  6 in total

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