Visible-Light Photoredox-Catalyzed Difunctionalization of Alkynes with Quinoxalin-2(1H)-Ones, P4S10, and Alcohols

被引:2
|
作者
Song, Lianhui [1 ]
Ma, Chao [1 ]
Huang, Jian [1 ]
Lv, Yufen [1 ]
Yue, Huilan [2 ,3 ]
You, Jinmao [1 ,4 ]
Wei, Wei [1 ]
Yi, Dong [5 ]
机构
[1] Qufu Normal Univ, Sch Chem & Chem Engn, Key Lab Catalyt Convers & Clean Energy Univ Shando, Qufu 273165, Shandong, Peoples R China
[2] Northwest Inst Plateau Biol, Qinghai Prov Key Lab Tibetan Med Res, Xining 810008, Qinghai, Peoples R China
[3] Northwest Inst Plateau Biol, CAS Key Lab Tibetan Med Res, Xining 810008, Qinghai, Peoples R China
[4] Shaoxing Univ, Coll Chem & Chem Engn, Shaoxing 312000, Peoples R China
[5] Southwest Med Univ, Sch Pharm, Green Pharmaceut Technol Key Lab Luzhou City, Luzhou 646000, Sichuan, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 15期
基金
中国国家自然科学基金;
关键词
3-COMPONENT REACTION; HYPERVALENT IODINE; REACTIVITY; ARYLATION; TRIFLUOROMETHYLATION; FUNCTIONALIZATION; ACID;
D O I
10.1021/acs.joc.4c01409
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Visible-light photoredox-catalyzed method has been developed for the synthesis of quinoxalin-2(1H)-one-containing vinyl phosphorodithioates via direct difunctionalization of alkynes with quinoxalin-2(1H)-ones, P4S10 and alcohols. This four-component reaction could be carried out under metal-free and mild conditions, affording a number of quinoxalin-2(1H)-one-containing vinyl phosphorodithioates in moderate to good yields with Z-isomers as the major products. Photocatalytic radical mechanism is proposed based on the results of radical trapping and fluorescence quenching experiments.
引用
收藏
页码:10974 / 10986
页数:13
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