Literature DB >> 20218560

Copper(II)-catalyzed ortho-acyloxylation of the 2-arylpyridines sp(2) C-H bonds with anhydrides, using O(2) as terminal oxidant.

Wenhui Wang1, Fang Luo, Shouhui Zhang, Jiang Cheng.   

Abstract

A chelation-assisted copper(II)-catalyzed ortho-acyloxylation of the 2-arylpyridine sp(2) C-H bond with anhydride is described. The procedure tolerates various functional groups, such as carbomethoxyl, methoxyl, fluoro, bromo, chloro, and cyano groups, affording the mono- or diacyloxylated products in moderate to good yields. Importantly, this procedure uses O(2) as a clean terminal oxidant.

Entities:  

Year:  2010        PMID: 20218560     DOI: 10.1021/jo1000719

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

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Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

Review 2.  High-valent organometallic copper and palladium in catalysis.

Authors:  Amanda J Hickman; Melanie S Sanford
Journal:  Nature       Date:  2012-04-11       Impact factor: 49.962

3.  Copper-promoted sulfenylation of sp2 C-H bonds.

Authors:  Ly Dieu Tran; Ilya Popov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

4.  Copper-catalyzed etherification of arene C-H bonds.

Authors:  James Roane; Olafs Daugulis
Journal:  Org Lett       Date:  2013-11-01       Impact factor: 6.005

5.  Copper-catalyzed C-H acyloxylation of 2-phenylpyridine using oxygen as the oxidant.

Authors:  Feifan Wang; Zhiyang Lin; Weisheng Yu; Qingdong Hu; Chao Shu; Wu Zhang
Journal:  RSC Adv       Date:  2018-05-03       Impact factor: 3.361

6.  Cu(II) carboxylate arene C─H functionalization: Tuning for nonradical pathways.

Authors:  Fanji Kong; Shusen Chen; Junqi Chen; Chang Liu; Weihao Zhu; Diane A Dickie; William L Schinski; Sen Zhang; Daniel H Ess; T Brent Gunnoe
Journal:  Sci Adv       Date:  2022-08-24       Impact factor: 14.957

7.  Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C-H hydroxylation and amination.

Authors:  Ming Shang; Qian Shao; Shang-Zheng Sun; Yan-Qiao Chen; Hui Xu; Hui-Xiong Dai; Jin-Quan Yu
Journal:  Chem Sci       Date:  2016-09-26       Impact factor: 9.825

8.  Palladium(II)-catalyzed othro-C-H-benzoxylation of 2-arylpyridines by oxidative coupling with aryl acylperoxides.

Authors:  Wing-Nga Sit; Chun-Wo Chan; Wing-Yiu Yu
Journal:  Molecules       Date:  2013-04-15       Impact factor: 4.411

  8 in total

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