Electrocatalytic [3 + 2] Annulation for the Synthesis of Polysubstituted Furans
Ming Chen, Jian Wang, Yuanmeng Kan, Xiaoni Jia, Binbin Huang, Ting Li, Xinxin Zhao
Abstract
In this report we describe an atom-economic, practical strategy for the synthesis of tri/tetra-substituted furans through electrochemical [3 + 2] annulation between alkynes and β-keto compounds with ferrocene (Fc) as the catalyst. This protocol features the use of a graphite felt (GF) anode and a stainless steel (SST) cathode, mild conditions, and excellent tolerance with various alkynes and β-keto compounds. Additionally, the application of this method is highlighted by the late-stage functionalization of complex structures and a gram-scale experiment.
Topics & Concepts
AnnulationChemistryFerroceneElectrochemistryCatalysisCombinatorial chemistryAnodeSurface modificationCathodeOrganic chemistryElectrodePhysical chemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms