Atom-Economical Synthesis of 2-Aminoimidazoles via [3+2] Annulation Catalyzed by Titanacarborane Monoamide

被引:26
作者
Wang, Yang
Shen, Hao
Xie, Zuowei [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
catalysis; heterocycles; hydroamination; imidazole; metallacarborane; MARINE SPONGE; IMIDAZOLE ALKALOIDS; AGELADINE-A; HYDROAMINATION; METABOLITES; GUANIDINES; INHIBITOR; OROIDIN; ACCESS; ROUTE;
D O I
10.1055/s-0030-1259713
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An atom-economical synthesis of 2-aminoimidazoles catalyzed by a titanacarborane monoamide is reported. Reactions of propargylamines with carbodiimides, in the presence of 5 mol% [sigma:eta(1):eta(5)-(OCH2)(Me2NCH2)C2B9H9]Ti(NMe2), afford a new class of substituted 2-aminoimidazoles via [3+2] annulation in good to excellent yields. A possible reaction mechanism is proposed.
引用
收藏
页码:969 / 973
页数:5
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