meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst

被引:138
|
作者
Yang, Lichen [1 ]
Uemura, Nao [1 ]
Nakao, Yoshiaki [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6158510, Japan
关键词
Iridium;
D O I
10.1021/jacs.9b03138
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report herein the iridium-catalyzed meta-selective C-H borylation of benzamides by using a newly designed 2,2'-bipyridine (bpy) ligand bearing an alkylaluminum biphenoxide moiety. We also demonstrate the iridium-catalyzed C3-selective C-H borylation of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane moiety. It is proposed that the Lewis acid-base interaction between the Lewis acid moiety and the aminocarbonyl group or the sp(2)-hybridized nitrogen atom accelerates the reaction and controls the site-selectivity.
引用
收藏
页码:7972 / 7979
页数:8
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