Wang Ali, Lu Mingduo, Liu Yuanhong
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People's Republic of China.
Org Lett. 2021 Sep 3;23(17):6813-6818. doi: 10.1021/acs.orglett.1c02389. Epub 2021 Aug 24.
A multicomponent strategy for the synthesis of functionalized furan-3-carboxylates based on gold-catalyzed oxidative cyclization of diynones with alcohols or water has been developed. Mechanistic studies revealed that a rare nucleophilic attack to the carbonyl group of the α,α'-dioxo gold carbene instead of the carbene center and 1,2-alkynyl group migration were involved in this transformation. This method offers several advantages such as mild conditions, high regio- and chemoselectivity, and wide functional group compatibility.
已开发出一种基于金催化二炔酮与醇或水的氧化环化反应合成功能化呋喃-3-羧酸酯的多组分策略。机理研究表明，该转化过程涉及一种罕见的对α,α'-二氧代金卡宾羰基而非卡宾中心的亲核进攻以及1,2-炔基迁移。该方法具有诸如条件温和、区域和化学选择性高以及官能团兼容性广等优点。
