A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles

被引:5
作者
Lukin, Alexei [1 ]
Bakholdina, Anna [1 ]
Kryukova, Anna [1 ]
Sapegin, Alexander [2 ]
Krasavin, Mikhail [2 ]
机构
[1] MIREA Russian Technol Univ, Lomonosov Inst Fine Chem Technol, Moscow 119571, Russia
[2] St Petersburg State Univ, St Petersburg 199034, Russia
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 15卷
基金
俄罗斯科学基金会;
关键词
alkyne hydroamination; cyclocondensation; Lewis acid catalysis; multicomponent reactions; propargylurea;
D O I
10.3762/bjoc.15.103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A three-component reaction involving in situ generation of propargylureas and subsequent Zn(OTf)(2)-mediated cyclocondensation with a primary amine yielded trisubstituted 2-aminoimidazoles. These findings are in contrast to the previously reported base-promoted unimolecular cyclization of propargylureas (leading to 2-imidazolones) and extend the range of Lewis acid-catalyzed azole syntheses based on N-carbonyl propargylamines.
引用
收藏
页码:1061 / 1064
页数:4
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