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Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides under Mild Conditions

Shanghua Xia, Lu Gan, Kailiang Wang, Zheng Li and Dawei Ma*

*Interdisciplinary Research Center on Biology and Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: madwsioc.ac.cn

S. Xia, L. Gan, K. Wang, Z. Li, D. Ma, J. Am. Chem. Soc., 2016, 138, 13493-13496.

DOI: 10.1021/jacs.6b08114 (free Supporting Information)


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Abstract

Catalytic amounts of Cu(acac)2 and N,N'-bis(4-hydroxyl-2,6-dimethylphenyl)oxalamide as ligand enable a powerful hydroxylation of (hetero)aryl halides to provide phenols and hydroxylated heteroarenes in very good yields. A wide range of (hetero)aryl chlorides bearing either electron-donating or -withdrawing groups can be converted at 130C, whereas hydroxylations of bromides and iodides completed at lower temperatures.

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Key Words

hydroxylation


ID: J48-Y2016