Shi Chengcheng, Zhong Nan, Guo Lin, Yin Jiawen, Yang Chao, Xia Wujiong
State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen, 518055, China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, China.
Org Lett. 2024 Oct 18;26(41):8848-8853. doi: 10.1021/acs.orglett.4c03288. Epub 2024 Oct 8.
A N-heterocyclic carbene-catalyzed (NHC) three-component reaction involving -aminopyridinium salts, alkenes, and aldehydes for the synthesis of β-amino ketones is described. In this reaction, -aminopyridinium salts and the Breslow intermediate, which is generated from NHC and aldehydes, are utilized to undergo a single-electron transfer process, forming a ketyl radical intermediate and amidyl radicals. Subsequent to the formation of the amidyl radical, it undergoes selective capture by alkenes, followed by radical cross-coupling to yield the desired β-amino ketones.
描述了一种由氮杂环卡宾催化（NHC）的三组分反应，该反应涉及β-氨基吡啶鎓盐、烯烃和醛，用于合成β-氨基酮。在该反应中，β-氨基吡啶鎓盐与由NHC和醛生成的布雷斯洛中间体发生单电子转移过程，形成酮基自由基中间体和酰胺基自由基。酰胺基自由基形成后，被烯烃选择性捕获，随后发生自由基交叉偶联反应，生成所需的β-氨基酮。
