Amidyl Radical Directed γ-C(sp3)-H Functionalization with Silyl Enol Ethers via Photoredox Catalysis

被引：5
|
作者：
Xu, Kedong [1 ,2 ]
Yang, Jiawen [1 ,2 ]
Qin, Haitao [1 ,2 ]
Liu, Feng [1 ,2 ,3 ]
机构：
[1] Soochow Univ, Jiangsu Key Lab Neuropsychiat Dis, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Soochow Univ, Coll Pharmaceut Sci, Dept Med Chem, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[3] Soochow Univ, Coll Pharmaceut Sci, Jiangsu Prov Engn Res Ctr Precis Diagnost & Therap, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 26卷 / 31期
基金：
中国国家自然科学基金;
关键词：
amidyl radicals; C-H functionalization; hydrogen atom transfer; photocatalysis; organic synthesis; C-H FUNCTIONALIZATION; NITROGEN-CENTERED RADICALS; ADDITION CASCADE; RAPID SYNTHESIS; BOND FORMATION; AMINO-ACIDS; LIGHT; PYRROLOINDOLINES; CARBOXAMIDES; ALKYLATION;
D O I：
10.1002/ejoc.202300543
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein we reported an efficient photoredox-catalyzed reaction for site-selective C(sp(3))-H functionalization of carboxamides with silyl enol ethers as radical acceptors. The reaction proceeded through amidyl radical-directed 1,5-hydrogen atom transfer (1,5-HAT) and C(sp(3))-C(sp(3)) bond formation via radical addition of silyl enol ethers. The process features mild conditions and high functional-group tolerance, allowing the preparation of a series of carboxamides with pendant carbonyl moieties.
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页数：5
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