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.
引用
收藏
页码：3307 / 3310
页数：4
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