Synthesis of aryl-substituted 1,4-benzoquinone via water-promoted and In(OTf)3-catalyzed in situ conjugate addition-dehydrogenation of aromatic compounds to 1,4-benzoquinone in water

被引:68
作者
Zhang, HB
Liu, L
Chen, YJ
Wang, D
Li, CJ [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
arylation; benzoquinone; C-C bond formation; homogeneous catalysis; indium; water as solvent;
D O I
10.1002/adsc.200505248
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Mono- and diaryl-substituted 1,4-quinones were synthesized by the In(OTf)(3)-catalyzed conjugate addition of aromatic C-nucleophiles to 1,4-quinone derivatives followed by in situ dehydrogenation in water. Water was found to be beneficial to the reaction. The regioselectivity of the addition reaction in water was also examined.
引用
收藏
页码:229 / 235
页数:7
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