Electrochemical Tandem Fluoroalkylation-Cyclization of Vinyl Azides: Access to Trifluoroethylated and Difluoroethylated N-Heterocycles
Long Lin, Liang Qi, Xianqiang Kong, Qianjin Chen, Bo Xu
Abstract
A transition-metal- and oxidant-free electrochemical strategy for radical fluoroalkylation of vinyl azides was developed. The reaction was carried out under mild conditions by using inexpensive and bench-stable RfSO2Na (Rf = CF3, CF2H) as fluorination reagents. Depending on the starting material, both the electrochemical radical cyclization and dearomatization products could be obtained. This method provides a green and safe approach to synthesize fluorinated nitrogen heterocycles.
Topics & Concepts
ChemistryReagentElectrochemistryTandemRadical cyclizationCombinatorial chemistryTransition metalOrganic chemistryCatalysisElectrodePhysical chemistryMaterials scienceComposite materialFluorine in Organic ChemistryRadical Photochemical Reactions