Electrochemical selenocyclization of 2-ethynylanilines with diselenides: facile and efficient access to 3-selenylindoles
Mingyu Zhang, Zhenyu Luo, Xinye Tang, Linmin Yu, Jinglin Pei, Junlei Wang, Caicai Lu, Binbin Huang
Abstract
An efficient electrochemical selenocyclization strategy for the synthesis of 3-selenylindoles from 2-ethynylanilines and diselenides has been developed in simple tube- or beaker-type undivided cells under ambient conditions. Notably, these sustainable transformations are completed within a short time with low equivalents of charges, diselenides and electrolytes, exhibiting a broad substrate scope with excellent functional group compatibility. Moreover, a gram-scale electrosynthesis and late-stage functionalization of complex molecules further demonstrate the practical synthetic potential of this facile electrochemical system.
Topics & Concepts
ElectrosynthesisElectrochemistryElectrolyteNanotechnologyMaterials scienceCombinatorial chemistryChemistryElectrodePhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOrganoselenium and organotellurium chemistry