Iron-Catalyzed Synthesis of 2H-Imidazoles from Oxime Acetates and Vinyl Azides under Redox-Neutral Conditions

被引：106

作者：

Zhu, Zhongzhi ^{[1
]}

Tang, Xiaodong ^{[1
]}

Li, Jianxiao ^{[1
]}

Li, Xianwei ^{[1
]}

Wu, Wanqing ^{[1
]}

Deng, Guohua ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 06期

基金：

中国国家自然科学基金;

关键词：

C-H FUNCTIONALIZATION; CARDIOTONIC AGENTS; MOLECULAR-OXYGEN; COPPER; ACTIVATION; BOND; HYDROCARBONS; CYCLIZATION; OXIDATION; PYRIDINES;

D O I：

10.1021/acs.orglett.7b00203

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and versatile method for the synthesis of 2H-imidazoles via iron-catalyzed [3 + 2] annulation from readily available oxime acetates with vinyl azides has been developed. This denitrogenative process involved N-O/N-N bond cleavages and two C-N bond formations to furnish 2,4-substituted 2H-imidazoles. This protocol was performed under mild reaction conditions and needed no additives or ligands. Furthermore, this is a green reaction involving oxime acetate as internal oxidant, acetic acid, and nitrogen as byproducts.

引用

页码：1370 / 1373

页数：4

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