Literature DB >> 24828317

Copper-catalyzed aerobic oxidative C-C bond cleavage for C-N bond formation: from ketones to amides.

Conghui Tang1, Ning Jiao.   

Abstract

A novel copper-catalyzed aerobic oxidative C(CO)-C(alkyl) bond cleavage reaction of aryl alkyl ketones for C-N bond formation is described. A series of acetophenone derivatives as well as more challenging aryl ketones with long-chain alkyl substituents could be selectively cleaved and converted into the corresponding amides, which are frequently found in biologically active compounds and pharmaceuticals.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amides; cleavage reactions; copper; ketones; oxygen

Mesh：

Substances：

Year:  2014        PMID： 24828317     DOI： 10.1002/anie.201403528

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  8 in total

1.  Site-selective amination and/or nitrilation via metal-free C(sp2)-C(sp3) cleavage of benzylic and allylic alcohols.

Authors:  Raghunath Reddy Anugu; John R Falck
Journal:  Chem Sci       Date:  2022-04-05       Impact factor: 9.969

2.  Highly efficient C(CO)-C(alkyl) bond cleavage in ketones to access esters over ultrathin N-doped carbon nanosheets.

Authors:  Manli Hua; Jinliang Song; Xin Huang; Honglei Fan; Tianbin Wu; Qinglei Meng; Zhanrong Zhang; Buxing Han
Journal:  Chem Sci       Date:  2022-04-11       Impact factor: 9.969

Review 3.  Metal-Catalysed Azidation of Organic Molecules.

Authors:  Monalisa Goswami; Bas de Bruin
Journal:  European J Org Chem       Date:  2016-12-22

4.  Organic amine mediated cleavage of Caromatic-Cα bonds in lignin and its platform molecules.

Authors:  Yu Xin; Xiaojun Shen; Minghua Dong; Xiaomeng Cheng; Shulin Liu; Junjuan Yang; Zhenpeng Wang; Huizhen Liu; Buxing Han
Journal:  Chem Sci       Date:  2021-11-03       Impact factor: 9.825

5.  Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from α-bromoketones and 2-aminopyridines.

Authors:  Yanpeng Liu; Lixue Lu; Haipin Zhou; Feijie Xu; Cong Ma; Zhangjian Huang; Jinyi Xu; Shengtao Xu
Journal:  RSC Adv       Date:  2019-10-28       Impact factor: 4.036

6.  Visible light-mediated photocatalytic oxidative cleavage of activated alkynes via hydroamination: a direct approach to oxamates.

Authors:  Narenderreddy Katta; Mamata Ojha; Arumugavel Murugan; Sagar Arepally; Duddu S Sharada
Journal:  RSC Adv       Date:  2020-03-27       Impact factor: 3.361

7.  Novel synthesis of divergent aryl imidazoles from ketones involving copper-catalyzed α-amination and oxidative C-C bond cleavage.

Authors:  Jiangkun Huang; Lan Luo; Naiguo Xing; Linghui Gu; Chen Li; Qiao Han; Shilong Zheng; Ling He
Journal:  RSC Adv       Date:  2020-04-06       Impact factor: 4.036

8.  Fe(iii)-catalysed selective C-N bond cleavage of N-phenylamides by an electrochemical method.

Authors:  Yiwen Xu; Yang Long; Runyou Ye; Qiang Li; Fang Ke; Xiangge Zhou
Journal:  RSC Adv       Date:  2022-08-25       Impact factor: 4.036
  8 in total

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