Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones

被引:23
作者
Cheng, Xiaokai [1 ,2 ]
Yang, Bo [1 ]
Hu, Xingen [2 ]
Xu, Qing [2 ]
Lu, Zhan [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310058, Zhejiang, Peoples R China
[2] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
关键词
acids; aerobic oxidation; amines; carbon-carbon bond cleavage; visible light; C BOND-CLEAVAGE; ELECTRON-TRANSFER; PHOTOOXIDATIVE OXYLACTONIZATION; CATALYZED OXIDATIONS; OXOCARBOXYLIC ACIDS; ORGANIC-CHEMICALS; SECONDARY-AMINES; KETONES; DERIVATIVES; ACTIVATION;
D O I
10.1002/chem.201604440
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon-carbon bonds cleavage and multi carbon-hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18W CFL, and lactones by using DMF with 8W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.
引用
收藏
页码:17566 / 17570
页数:5
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