Chichibabin pyridinium synthesis via oxidative decarboxylation of photoexcited α-enamine acids

被引：8
|
作者：
Pan, Zhiqiang [1 ]
Hu, Fengchi [1 ]
Jiang, Di [1 ]
Liu, Yuchang [1 ]
Xia, Chengfeng [1 ]
机构：
[1] Yunnan Univ, Yunnan Res & Dev Ctr Nat Prod, Sch Chem Sci & Technol, Minist Educ,Key Lab Med Chem Nat Resource, Kunming 650091, Yunnan, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 10期
基金：
中国国家自然科学基金;
关键词：
Alpha-amino acids - Enamines - Iminium - Natural products - Pyridinium - Radical cations - Visible light induced;
D O I：
10.1039/d0cc07636h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A visible light-induced decarboxylative Chichibabin pyridinium synthesis between alpha-amino acids and aldehydes was developed. When the in situ generated alpha-enamine acids were photoexcited, they were oxidized by aerobic oxygen to give radical cation species. After decarboxylation and further oxidation, the generated iminium undergoes Chichibabin cyclization to afford pyridiniums. This photochemical protocol enables the synthesis of various tetra-substituted pyridiniums and related natural products in one-step.
引用
收藏
页码：1222 / 1225
页数：4
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