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

被引:187
作者
Xia, Shanghua [1 ]
Gan, Lu [1 ]
Wang, Kaihang [1 ]
Li, Zheng [1 ]
Ma, Dawei [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Interdisciplinary Res Ctr Biol & Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
HIGHLY EFFICIENT SYNTHESIS; ARYL HALIDES; SELECTIVE HYDROXYLATION; OXIDATIVE HYDROXYLATION; MESOPOROUS SILICA; ARYLBORONIC ACIDS; PHENOLS; CHLORIDES; WATER; HYDROXIDE;
D O I
10.1021/jacs.6b08114
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The combination of Cu(acac)(2) and N,N'-bis(4-hydroxyl-2,6-dimethylphenyl)oxalamide (BHMPO) provides a powerful catalytic system for hydroxylation of (hetero)aryl halides. A wide range of (hetero)aryl chlorides bearing either electron-donating or-withdrawing groups proceeded well at 130 degrees C, delivering the corresponding phenols and hydroxylated heteroarenes in good to excellent yields. When more reactive (hetero)aryl bromides and iodides were employed, the hydroxylation reactions completed at relatively low temperatures (80 and 60 degrees C, respectively) at low catalytic loadings (0.5 mol % Cu).
引用
收藏
页码:13493 / 13496
页数:4
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