Electrocatalytic oxidative C-H cycloamination towards tricyclic [1,2,4]triazolo-[3,4-i]purine nucleosides mediated by bromide ions

被引:3
作者
Yang, Qi-Liang [1 ]
Li, Wan-Wan [1 ]
Zhang, Zhong-Xu [1 ]
Zhang, Han-Meng [1 ]
Li, Xian-Jia [1 ]
Guo, Hai-Ming [1 ]
机构
[1] Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine C, Sch Chem & Chem Engn, Minist Educ,Key Lab Green Chem Media & React,State, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
XANTHINE-OXIDASE INHIBITOR; ELECTROCHEMICAL SYNTHESIS; GENERAL SYNTHESES; AMINATION; ANNULATION; CHEMISTRY; HALOGEN;
D O I
10.1039/d3qo01050c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An environmentally benign electrochemical approach is presented to access a diversely functionalized [1,2,4]triazolo[3,4-i]purine heterocyclic framework. A bromide-mediated indirect oxidation strategy was utilized to promote intramolecular C(sp(2))-H cycloamination with high efficiency and under mild metal- and oxidant-free conditions. The method exhibits a broad substrate scope, which is well manifested by nucleoside substrates with one or even three hydroxy groups. A radical mechanism was proposed based on cyclic voltammetry and control experiments.
引用
收藏
页码:5369 / 5374
页数:6
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