Copper-Catalyzed Aerobic Oxidative [3+2] Annulation for the Synthesis of 5-Amino/Imino-Substituted 1,2,4-Thiadiazoles through C-N/N-S Bond Formation

被引：15
|
作者：
Yu, Wentao [1 ]
Huang, Yubing [1 ]
Li, Jianxiao [1 ]
Tang, Xiaodong [1 ]
Wu, Wanqing [1 ]
Jiang, Huanfeng [1 ]
机构：
[1] South China Univ Technol, Sch Chem & Chem Engn, Guangdong Engn Res Ctr Green Fine Chem, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 16期
基金：
中国国家自然科学基金;
关键词：
ONE-POT SYNTHESIS; 3,5-DISUBSTITUTED 1,2,4-THIADIAZOLES; REGIOSPECIFIC SYNTHESIS; NONPEPTIDE INHIBITORS; FUSED QUINAZOLINONES; UNEXPECTED SYNTHESIS; OXIME ACETATES; BETA-SECRETASE; CYCLIZATION; HETEROCYCLES;
D O I：
10.1021/acs.joc.8b01292
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper-catalyzed aerobic oxidative annulation reaction of 2-aminopyridine/amidine with isothiocyanate has been reported. This strategy involving C-N/N-S bond formations provides various 5-amino/imino-substituted 1,2,4-thiadiazole derivatives under a Cu/O-2 catalytic system. This method has demonstrated high reactivity, mild reaction conditions, and a broad substrate scope. Furthermore, the synthetic utilities of the approach are demonstrated by further modifications.
引用
收藏
页码：9334 / 9343
页数：10
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