Regioselective Monoarylation of 2-Phenylbenzimidazole via Ruthenium-Catalyzed C-H Bond Functionalization

被引：14
|
作者：
Kobayashi, Yasuyuki [1 ]
Kashiwa, Mitsuhiro [1 ]
Sonoda, Motohiro [1 ]
Kirihata, Mitsunori [1 ]
Tanimori, Shinji [1 ]
机构：
[1] Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Biosci & Informat, Naka Ku, Sakai, Osaka 5998531, Japan
来源：
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 23期
关键词：
C-H bond activation; benzimidazole; arylation; ruthenium catalyst; directing group; DIRECT ORTHO ARYLATION; BENZIMIDAZOLE DERIVATIVES; ALKENYLATION; INHIBITORS; DESIGN;
D O I：
10.1055/s-0034-1379013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The highly regioselective monoarylation of 1-methyl-2-phenyl-1H-benzimidazole has been demonstrated. The reaction of 1-methyl-2-phenyl-1H-benzimidazole with 4-iodoanisole provided 2-(4-methoxybiphenyl-2-yl)-1-methyl-1H-benzimidazole as the sole product in 96% isolated yield in the presence of [RuCl2(p-cymene)](2) and triphenylphosphine as precatalysts. A series of novel 2-(biphenyl-2-yl)benzimidazoles have been synthesized in good to excellent yields.
引用
收藏
页码：3185 / 3190
页数：6
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