College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Institute of Molecular and Nano Science , Shandong Normal University , Jinan 250014 , China.
Org Lett. 2018 Nov 2;20(21):6750-6754. doi: 10.1021/acs.orglett.8b02870. Epub 2018 Oct 17.
A new furoketenimine intermediate from the coupling of ene-yne-ketones and o-alkenyl arylisocyanides, which enables the efficient synthesis of a wide range of tetracyclic and pentacyclic furan-fused heterocycles in a one-pot domino process under catalyst-free conditions, is disclosed. Based on the control experiments, a cascade of 1,6-addition, cyclization, intramolecular Diels-Alder reaction, and oxidative aromatization was proposed for the mechanism.
公开了一种新的呋喃甲亚胺中间体，它来自烯-炔-酮和邻烯基芳基异氰化物的偶联，在无催化剂条件下一锅多步串联反应中能够高效合成一系列的四环和五环呋喃稠合杂环化合物。根据对照实验，提出了 1,6-加成、环化、分子内 Diels-Alder 反应和氧化芳构化的级联反应机制。
