American Chemical Society
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Copper(II)-Catalyzed Hydroxylation of Aryl Halides Using Glycolic acid as a Ligand

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journal contribution
posted on 2013-06-07, 00:00 authored by Yan Xiao, Yongnan Xu, Hwan-Sung Cheon, Junghyun Chae
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.