Gold-Catalyzed Formal [3+2] Cycloaddition of Ynamides with 4,5-Dihydro-1,2,4-oxadiazoles: Synthesis of Functionalized 4-Aminoimidazoles

被引：72

作者：

Xu, Wei ^{[1
]}

Wang, Gaonan ^{[1
]}

Sun, Ning ^{[1
]}

Liu, Yuanhong ^{[1
]}

机构：

[1] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 12期

基金：

中国国家自然科学基金;

关键词：

HIGHLY EFFICIENT SYNTHESIS; IMIDAZOLES; ACCESS; DERIVATIVES; DIOXAZOLES; OXAZOLES;

D O I：

10.1021/acs.orglett.7b01469

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A gold-catalyzed formal [3 + 2] cycloaddition of ynamides with 4,5-dihydro-1,2,4-oxadiazoles has been developed. The reaction provides a concise and regioselective access to highly functionalized 4-aminoimidazoles likely via the formation of an alpha-imino gold carbene intermediate followed by cyclization. 4,5-Dihydro-1,2,4-oxadiazole was found to act as an efficient N-iminonitrene equivalent in these reactions.

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收藏

页码：3307 / 3310

页数：4

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