Visible-light-driven intramolecular xanthylation of remote unactivated C(sp3)-H bonds

被引:19
|
作者
Chen, Hang [2 ]
Zhou, Yang [2 ]
Lei, Panpan [2 ]
Wang, Haifeng [1 ]
Yan, Qiongjiao [1 ]
Properzi, Roberta [5 ]
Wang, Wei [1 ]
Jing, Linhai [1 ,2 ]
Chen, Fener [1 ,3 ,4 ]
机构
[1] Wuhan Inst Technol, Pharmaceut Res Inst, Wuhan 430205, Peoples R China
[2] China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637009, Peoples R China
[3] Fudan Univ, Engn Ctr Catalysis & Synth Chiral Mol, Dept Chem, Shanghai 200433, Peoples R China
[4] Shanghai Engn Ctr Ind Catalysis Chiral Drugs, Shanghai 200433, Peoples R China
[5] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
来源
GREEN SYNTHESIS AND CATALYSIS | 2023年 / 4卷 / 04期
基金
中国国家自然科学基金;
关键词
C -H functionalization; 5 -Hydrogen atom transfer; Photocatalytic; Site -speci fic; Xanthylation; RADICAL REACTIONS; FUNCTIONALIZATIONS; CHEMISTRY; SKELETON; ROUTE;
D O I
10.1016/j.gresc.2022.07.003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Visible light-mediated site-specific C(sp3)-H xanthylation of amides has been accomplished using N-xanthylamides. The N-centered radicals generated by light initiation of N-xanthylamide substrates undergo 1,5-hydrogen atom transfer to form benzylic or alkyl radical intermediates under metal-and catalyst-free conditions. This method exhibits a broad substrate scope, high functional group tolerance, and high regioselectivity. Furthermore, this strategy provides straightforward access to a range of derivatives through the subsequent elaboration of the xanthate group.
引用
收藏
页码:350 / 354
页数:5
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