Palladium-Catalyzed Dehydrogenation of Benzyl Alcohols for Construction of 2-Arylbenzimidazoles "On Water"

被引:27
作者
Hikawa, Hidemasa [1 ]
Ichinose, Risa [1 ]
Kikkawa, Shoko [1 ]
Azumaya, Isao [1 ]
机构
[1] Toho Univ, Fac Pharmaceut Sci, 2-2-1 Miyama, Funabashi, Chiba 2748510, Japan
关键词
benzimidazole; benzyl alcohol; dehydrogenation; on water; palladium; ONE-POT SYNTHESIS; C-H AMIDATION; ON-WATER; 1,2-DISUBSTITUTED BENZIMIDAZOLES; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; N BONDS; QUINOXALINES; ALKYLATION; BENZOTHIAZOLES;
D O I
10.1002/ajoc.201700618
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An "on water" synthetic strategy for the selective construction of 2-arylbenzimidazoles involving the dehydrogenation of benzyl alcohols by a pi-benzylpalladium(II) system has been developed. This simple oxidant- and base-free protocol can be achieved under mild conditions in an atom-economic process from o-phenylenediamines and benzyl alcohols, affording the desired products in moderate to excellent yields. Notably, the "on water" protocol is essential for achieving this new synthetic method in our catalytic system.
引用
收藏
页码:416 / 423
页数:8
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