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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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 130°C, whereas hydroxylations of bromides and iodides completed at lower temperatures.
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