Iridium-catalyzed direct borylation of five-membered heteroarenes by bis(pinacolato)diboron: Regioselective, stoichiometric, and room temperature reactions

被引:163
|
作者
Ishiyama, T [1 ]
Takagi, J
Yonekawa, Y
Hartwig, JF
Miyaura, N
机构
[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido, Japan
[2] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
boron; C-H activation; heterocycles; homogeneous catalysis; iridium;
D O I
10.1002/adsc.200303058
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An iridium(I) complex generated from 1/2[Ir(OMe)(COD)](2) and 4,4'-di-tert-butyl-2,2'-bipyridine catalyzed the direct borylation of 2-substituted thiophenes, furans and pyrroles in stoichiometric amounts relative to bis(pinacolato)diboron in hexane at room temperature. The heteroarylboronates from regioselective C-H activation at the 5-position were formed in high yields. Similar borylations of unsubstituted heteroarenes with an equimolar amount of the diboron regioselectively provided 2,5-bis(boryl)heteroarenes.
引用
收藏
页码:1103 / 1106
页数:4
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