Literature DB >> 23713792

Copper(II)-catalyzed hydroxylation of aryl halides using glycolic acid as a ligand.

Yan Xiao1, Yongnan Xu, Hwan-Sung Cheon, Junghyun Chae.   

Abstract

Copper(II)-catalyzed hydroxylation of aryl halides has been developed to afford functionalized phenols. The protocol utilizes the reagent combination of Cu(OH)2, glycolic acid, and NaOH in aqueous DMSO, all of which are cheap, readily available, and easily removable after the reaction. A broad range of aryl iodides and activated aryl bromides were transformed into the corresponding phenols in excellent yields. Moreover, it has been shown that C-O(alkyl)-coupled product, instead of phenol, can be predominantly formed under similar reaction conditions.

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Year:  2013        PMID: 23713792     DOI: 10.1021/jo400702z

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


  3 in total

1.  Selective hydroxylation of aryl iodides to produce phenols under mild conditions using a supported copper catalyst.

Authors:  Leiduan Hao; Anika Auni; Guodong Ding; Xiaoyu Li; Haiping Xu; Tao Li; Qiang Zhang
Journal:  RSC Adv       Date:  2021-07-21       Impact factor: 4.036

2.  Palladium-catalyzed hydroxylation of aryl and heteroaryl halides enabled by the use of a palladacycle precatalyst.

Authors:  Chi Wai Cheung; Stephen L Buchwald
Journal:  J Org Chem       Date:  2014-05-06       Impact factor: 4.354

Review 3.  Transition-metal-catalyzed synthesis of phenols and aryl thiols.

Authors:  Yajun Liu; Shasha Liu; Yan Xiao
Journal:  Beilstein J Org Chem       Date:  2017-03-23       Impact factor: 2.883

  3 in total

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