Photocatalytic Ring-Closing Metathesis/Amination of 1,6-Enynes and 1,7-Enynes: Synthesis of α,β-Unsaturated γ-Lactams and Quinolin-2-ones
作者:Juan Ren, Tian‐Yu Sun, Xiao‐Feng Xia · 发表于:Organic Letters · 年份:2025 · DOI:10.1021/acs.orglett.5c01668 · 被引用次数:8 · 研究领域:Synthetic Organic Chemistry Methods、Cyclopropane Reaction Mechanisms、Chemical Synthesis and Analysis
A photocatalyzed ring-closing metathesis/amination of 1,6-enynes and 1,7-enynes using alkyl oxime esters as both an alkene deconstruction auxiliary and amination source is present for the synthesis of α,β-unsaturated γ-lactams and quinolin-2-ones. Preliminary mechanistic studies suggest that intramolecular 1,5-hydrogen atom transfer is the key to the generation of the unstabilized alkyl radicals, which subsequently promote homolytic C α –C β cleavage under the driving force of formation of more stable captodative radicals.