Merging Photoinduced Electron Transfer with Hydrogen Atom Transfer: Formal β-C(sp3)-H Pyridination of Carbonyls

被引:3
|
作者
Li, Jian [1 ]
Xu, Jun [1 ]
Chen, Binbin [1 ]
Pang, Qing [1 ]
Shen, Jiabin [1 ]
Wang, Kai [2 ,3 ]
Zhang, Pengfei [1 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Peoples R China
[2] Jining Med Univ, Coll Med Engn, Jining 272067, Peoples R China
[3] Jining Med Univ, Key Lab Med Funct Nanomat, Jining 272067, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 90卷 / 03期
基金
中国国家自然科学基金;
关键词
C(SP(3))-H ARYLATION; KETONES; CATALYSIS; GREEN;
D O I
10.1021/acs.joc.4c02739
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this study, a novel approach that combines photoinduced electron transfer (ET) with hydrogen atom transfer (HAT) has been introduced for the selective beta-C(sp3)-H pyridination of carbonyl compounds. This method is notable for its absence of transition metals and its ability to function under benign reaction conditions, resulting in a range of pyridinated carbonyl derivatives with consistently moderate to good yields. The significance of this technique is further underscored by its potential for the late-stage functionalization of pharmaceutically significant molecules. Mechanistic investigations confirmed that the reaction proceeds via a radical-mediated pathway.
引用
收藏
页码:1354 / 1366
页数:13
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