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

被引：17
|
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
收藏
页码：7981 / 7985
页数：5
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