Li Xiang, Sun Peng, Xie Kaijun, Zhou Dun, Peng Jinsong, Fan Aihong, Zhang Jing, Chen Chunxia
College of Chemistry, Chemical Engineering and Resource Utilization, Northeast Forestry University, Harbin 150040, P. R. China.
Material Science and Engineering College, Northeast Forestry University, Harbin 150040, P. R. China.
J Org Chem. 2020 Jul 17;85(14):9313-9320. doi: 10.1021/acs.joc.0c00513. Epub 2020 Jul 1.
A transition-metal-free route for tandem one-pot synthesis of naphthoquinonefuran derivatives from 2-hydroxynaphthoquinones has been developed. The sequentially accomplished process comprises an intermolecular alkynylation of sp-carbon at the 3 position of 2-hydroxynaphthoquinones with arylethynyl bromides, followed by a base-promoted intramolecular nucleophilic annulation reaction. A broad range of functional groups is compatible with this reaction, and diverse naphtho[2,3-]furan-4,9-diones can be obtained with good yields and excellent regioselectivity.
已开发出一种无过渡金属的方法，用于从2-羟基萘醌串联一锅法合成萘醌呋喃衍生物。该顺序完成的过程包括2-羟基萘醌3位的sp-碳与芳基乙炔基溴进行分子间炔基化反应，随后进行碱促进的分子内亲核环化反应。多种官能团与该反应兼容，并且可以以良好的产率和优异的区域选择性获得多种萘并[2,3-]呋喃-4,9-二酮。
