Synthesis of Boron-Substituted Diaryliodonium Salts and Selective Transformation into Functionalized Aryl Boronates

被引:34
作者
Ito, Motoki [1 ]
Itani, Itsuki [1 ]
Toyoda, Yosuke [1 ]
Morimoto, Koji [1 ]
Dohi, Toshifumi [1 ]
Kita, Yasuyuki [1 ]
机构
[1] Ritsumeikan Univ, Coll Pharmaceut Sci, Kusatsu, Shiga 5250058, Japan
基金
日本学术振兴会;
关键词
aromatic nucleophilic substitution; boron; cross-coupling; hypervalent iodine; iodonium salts; ARYLBORONIC ACIDS; STRATEGY; ARYLATION; CHEMISTRY;
D O I
10.1002/anie.201206917
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dormant boron awaits its true destiny in diaryliodonium salts synthesized from aryl boronate derivatives according to two alternative general methods with hypervalent iodine(III) reagents and fluoroalcohol solvents: transformation of an aryl C-H bond and boron-iodine(III) exchange (see scheme; FG=functional group). The salts could be functionalized by both catalyst-free and metal-catalyzed reactions without loss of the boron functionality. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:12555 / 12558
页数:4
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