Electrochemical Trifluoromethylation/Cyclization of <i>N</i>′-Arylidene-<i>N</i>-acryloyltosylhydrazides for the Synthesis of CF<sub>3</sub>-Substituted Pyrazolones
Yu Xia, Wenlong Xu, Xinquan Wu, Tingting Yin, Shaofeng Wu, Ziren Chen, Bin Wang, Yonghong Zhang, Chenjiang Liu
Abstract
Herein, a mild and efficient synthesis of pyrazolones is disclosed through a sustainable electrochemical method. This electrolysis relied on cascade trifluoromethylation/cyclization by using CF 3 SO 2 Na as a trifluoromethyl source, which occurred directly at the anode. Two C–C bonds were formed to afford a series of novel trifluoromethyl-containing pyrazolone scaffolds without the addition of metals and redox reagents. Further mechanistic results showed that the reaction process may undergo a radical pathway.
Topics & Concepts
PyrazolonesElectrochemistryPyrazoloneChemistryElectrolysisRedoxCombinatorial chemistryCatalysisGreen chemistryReaction conditionsInorganic chemistryChemical synthesisPolymer chemistryElectrolytic processOrganic chemistryElectrosynthesisProcess (computing)TrifluoromethylCascadeCascade reactionBulk electrolysisReaction mechanismOxidation reductionOxidation processFluorine in Organic ChemistryRadical Photochemical Reactions