Literature DB >> 24000196

Chemoselective oxidative C(CO)-C(methyl) bond cleavage of methyl ketones to aldehydes catalyzed by CuI with molecular oxygen.

Lin Zhang1, Xihe Bi, Xiaoxue Guan, Xingqi Li, Qun Liu, Badru-Deen Barry, Peiqiu Liao.   

Abstract

Aldehyde Termination: A novel copper-catalyzed transformation from methyl ketones into aldehydes has been accomplished. This method is applicable to a wide range of aromatic and aliphatic methyl ketones and chemoselectively produces aldehydes, accompanied by the release of hydrogen (H2 ) and carbon dioxide (CO2 ) as by-products.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

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

Year:  2013        PMID: 24000196     DOI: 10.1002/anie.201305010

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


  8 in total

1.  Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones.

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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

3.  Site-selective, catalytic, and diastereoselective sp3 C-H hydroxylation and alkoxylation of vicinally functionalized lactams.

Authors:  Timothy K Beng; Victoria Shearer; Rachel Davey; Ivianne Redman
Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

4.  CO/O2 assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins.

Authors:  Ailong Shao; Meng Gao; Songtao Chen; Tao Wang; Aiwen Lei
Journal:  Chem Sci       Date:  2016-12-07       Impact factor: 9.825

5.  Copper-Catalyzed Oxidative Cleavage of the C-C Bonds of β-Alkoxy Alcohols and β-1 Compounds.

Authors:  Si Ae Kim; Seong Eon Kim; Yu Kwon Kim; Hye-Young Jang
Journal:  ACS Omega       Date:  2020-12-02

6.  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

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.  Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols.

Authors:  Mingyang Liu; Zhanrong Zhang; Bingfeng Chen; Qinglei Meng; Pei Zhang; Jinliang Song; Buxing Han
Journal:  Chem Sci       Date:  2020-04-15       Impact factor: 9.825

  8 in total

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