Organic Synthesis, Department of Chemistry, University of Antwerp , Groenenborgerlaan 171, B-2020 Antwerp, Belgium.
Org Lett. 2016 Oct 7;18(19):4782-4785. doi: 10.1021/acs.orglett.6b02127. Epub 2016 Sep 13.
A Cu(I)-catalyzed coupling of a ω-chloro ketone, a primary amine, and an alkyne is described. This protocol allows for the synthesis of α-quaternary carbons in 2-alkynyl-substituted N-heterocycles. The key step is the in situ generation of a cyclic ketiminium species, which has enhanced reactivity for alkynylation compared to acyclic ketiminium species.
描述了一种由 ω-氯代酮、伯胺和炔烃催化的铜（I）偶联反应。该方法可用于在 2-炔基取代的 N-杂环化合物中合成α-季碳。关键步骤是原位生成环状酮亚胺物种，与无环酮亚胺物种相比，其具有增强的炔烃化反应活性。
