Copper-Catalyzed Formal [4+1] Annulation toward Diverse Trifunctionalized Indolizines from Pyridinium 1,4-Zwitterionic Thiolates and Diazos

被引：11
|
作者：
Li, Wen [1 ,2 ]
Wang, Hexiang [1 ,2 ]
Zhang, Yuan [1 ,2 ]
Zhao, Limin [1 ,2 ]
Guo, Pengfeng [1 ,2 ]
Cao, Hua [1 ,2 ]
Liu, Xiang [1 ,2 ]
机构：
[1] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Guangdong Prov Key Lab Adv Drug Delivery, Zhongshan 528458, Peoples R China
[2] Guangdong Pharmaceut Univ, Guangdong Prov Engn Ctr Top Precise Drug Delivery, Zhongshan 528458, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 11期
关键词：
DERIVATIVES; CYCLIZATION; STRATEGY; LIGANDS; CASCADE; ACCESS;
D O I：
10.1021/acs.joc.3c00447
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Pyridinium 1,4-zwitterionic thiolates were regarded aspowerfuland versatile building blocks to prepare nitrogen- and sulfur-containingheterocycles. Herein, we reported a copper-catalyzed formal [4 + 1]annulation of pyridinium 1,4-zwitterionic thiolates and diazo compoundswithout any additives to access a library of trifunctionalized indolizinesin good yields. Besides, isoquinolinium 1,4-zwitterionic thiolatesand imidazolium 1,4-zwitterionic thiolates were also applied to thisformal [4 + 1] annulation reaction. Of particular note is that variousfunctional groups such as -CO2R, -CO2NR2, -CF3, -CN, and -(O)-P-(OR)(2) could be easily introduced into cycloaddition products indolizinesby this strategy.
引用
收藏
页码：7199 / 7207
页数：9
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