6533b85efe1ef96bd12c0611

RESEARCH PRODUCT

Electrochemical synthesis of 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles and (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LYP computational study of the topomerization mechanism of aryliminodioxoles

Carmen Ramírez De ArellanoJesus GalvezPeter G. JonesRaquel AndreuAndrés ZapataAntonio Guirado

subject

DiketoneReaction mechanismChemistryOrganic ChemistryImineElectrosynthesisBiochemistryMedicinal chemistryChemical synthesischemistry.chemical_compoundMolecular geometryDrug DiscoveryMoleculeDensity functional theory

description

Abstract Cathodic reductions of 2,2′-furils in the presence of N-arylcarbonimidoyl dichlorides lead to 2-arylimino-4,5-di(2-furyl)-1,3-dioxoles in high yields, along with minor amounts of (E)-1,2-di(2-furyl)vinylene bis(N-arylchloroformimidates). HF and B3LYP density functional theory methods have been applied to the determination of molecular geometries and to study the topomerization mechanism of aryliminodioxoles. The molecular structure of (E)-1,2-di(2-furyl)vinylene bis[N-(2-chloro-4-methylphenyl)chloroformimidate] has been determined by X-ray crystallography and compared with the calculated structure.

yearjournalcountryeditionlanguage
2009-05-01Tetrahedron
https://doi.org/10.1016/j.tet.2009.02.082