Solvent-Regulated Electrochemical Selenylation and Deuteration of Alkynyl Aryl Ketones: Chemoselective Synthesis of 3-Selenylated Chromones and Deutero-Selenylated Chalcones

被引：15
|
作者：
Hasimujiang, Balati [1 ,2 ,3 ]
Zhu, Juyu [1 ,2 ,3 ]
Xu, Wenyan [1 ,2 ,3 ]
Wang, Hui [4 ]
Hu, Xinwei [1 ,2 ,3 ]
Ruan, Zhixiong [1 ,2 ,3 ]
机构：
[1] Guangzhou Med Univ, Guangzhou Municipal & Guangdong Prov Key Lab Mol T, Guangzhou 511436, Peoples R China
[2] Guangzhou Med Univ, Sch Pharmaceut Sci, State Key Lab Resp Dis, Guangzhou 511436, Peoples R China
[3] Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Peoples R China
[4] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Minist Educ, Wuhu 241002, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 17期
基金：
中国国家自然科学基金;
关键词：
Chromones; Chalcones; Organic selenides; Electromechanical synthesis; Anti-inflammatory;
D O I：
10.1002/adsc.202300512
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We have developed an electrochemical reaction for the synthesis of 3-selenylchromones and deutero-selenylated chalcones of alkynyl aryl ketones. This method is free from metal catalysts and oxidants, and is regulated by solvents. The reaction conditions are mild, and a wide range of substrates can be employed to produce selenylated chromones and deutero-selenylated chalcones, displaying potential anti-inflammatory activities. Furthermore, we have demonstrated the applicability of this approach for the late-stage deutero-selenylation of the drug molecule, metochalcone.
引用
收藏
页码：2929 / 2935
页数：7
相关论文
共 2 条
  • [1] Electrochemical Selenylation of Alkynyl Aryl Ketones: Efficient Synthesis of 3-Selenylated Chromones under Catalyst- and Chemical-Oxidant-Free Conditions
    Cen, Kaili
    Wei, Jiahao
    Liu, Yuan
    Tan, Zhixuan
    Wang, Xinye
    Wang, Dahan
    He, Wei-Min
    Cai, Jinhui
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023,
  • [2] Electrocatalytic Cascade Selenylation/Cyclization/Deamination of 2-Hydroxyaryl Enaminones: Synthesis of 3-Selenylated Chromones under Mild Conditions
    Cen, Kaili
    Liu, Yuan
    Yu, Junhong
    Zeng, Zhouting
    Hou, Qian
    He, Guojun
    Ouyang, Mixia
    Wang, Qiaolin
    Wang, Dahan
    Zhao, Feng
    Cai, Jinhui
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (12): : 8632 - 8640
1