Pandey Amar Prakash, Sharma Anoop, Singh Nihal, Kumar Raman, Sharma Anuj
Department of Chemistry, Indian Institute of Technology, Roorkee 247667, India.
J Org Chem. 2025 Jun 20;90(24):8034-8042. doi: 10.1021/acs.joc.5c00023. Epub 2025 Jun 6.
Herein, we describe a mechanochemical-assisted C-H alkylation of quinoxalinones and quinoline--oxides with Katritzky's salts. These salts are excellent alkyl precursors synthesized from alkyl amines. Our key finding is that these salts with moderate C-N bond dissociation energy generate alkyl radicals under mechanochemical stress. Mechanistic insights reveal that mechanical stress facilitates the homolytic scission of the C-N bond of Katritzky's salts, leading to the formation of an alkyl radical intermediate.
在此，我们描述了一种机械化学辅助的喹喔啉酮和喹啉 - 氧化物与卡特里茨基盐的C-H烷基化反应。这些盐是由烷基胺合成的优良烷基前体。我们的关键发现是，这些具有适度C-N键解离能的盐在机械化学应力下会生成烷基自由基。机理研究表明，机械应力促进了卡特里茨基盐的C-N键的均裂，导致形成烷基自由基中间体。
