Copper-Catalyzed Aerobic Cyclization of ß,γ-Unsaturated Hydrazones with Concomitant C=C Bond Cleavage

被引：19

作者：

Fan, Zhenwei ^{[1
]}

Feng, Jiahao ^{[1
]}

Hou, Yuchen ^{[1
]}

Rao, Min ^{[1
]}

Cheng, Jiajia ^{[1
]}

机构：

[1] Fuzhou Univ, Key Lab Mol Synth & Funct Discovery, Coll Chem,Fujian Prov Univ, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350116, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 20期

基金：

中国国家自然科学基金;

关键词：

ONE-POT SYNTHESIS; C-H AMINATION; OXIDATIVE CLEAVAGE; LIGHT; PYRAZOLES; RADICALS; HYDROAMINATION; OLEFINS; OXYGEN;

D O I：

10.1021/acs.orglett.0c02911

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Cu-catalyzed aerobic oxidative cyclization of ss,gamma-unsaturated hydrazones for the preparation of pyrazole derivatives has been developed. The hydrazonyl radical promoted the cyclization, along with a concomitant C=C bond cleavage of ss,gamma-unsaturated hydrazones. This process has been verified via several control experiments, including a radical-trapping study, an 18O-labeling method, and the identification of the possible byproducts. The advantages of this reaction include operational simplicity, a broad reaction scope, and a mild selective reaction process.

引用

页码：7981 / 7985

页数：5

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