Oxidative cross-coupling of arenes induced by single-electron transfer leading to biaryls by use of organoiodine(III) oxidants

被引:222
作者
Dohi, Toshifumi [1 ]
Ito, Motoki [1 ]
Morimoto, Koji [1 ]
Wata, Minako [1 ]
Kita, Yasuyuki [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
C-C coupling; cross-coupling; hypervalent compounds; iodine; oxidation;
D O I
10.1002/anie.200704495
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Cross-coupling goes green: The direct oxidative cross-coupling reaction of naphthalenes and other electron-rich arenes with mesitylenes has been achieved in high yields using hypervalent iodine(III) reagents. The key for reaction success is the exclusive generation of cation radical intermediates of naphthalenes and the use of mesitylenes as the reactive and less dimerizable nucleophiles. R = alkyl, aryl, halogen, ester, alkoxy, etc. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1301 / 1304
页数:4
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