6533b7d0fe1ef96bd125a2db

RESEARCH PRODUCT

Evidence of a 1,4-dipole intermediate in the reaction of 1-phenyl-4-vinylpyrazole with ptad

Mercedes Medio SimónJosé Sepúlveda-arques

subject

chemistry.chemical_classificationBicyclic moleculeOrganic ChemistryAzetidineReaction intermediateBiochemistryMedicinal chemistryChlorideAdductchemistry.chemical_compoundchemistryYlideDrug DiscoveryAcetonemedicineOrganic chemistryMethylenemedicine.drug

description

Abstract 1-Phenyl-4-vinylpyrazole reacts with 1-phenyl-1,2,4-triazoline-3,5-dione in methylene chloride to form an unstable azetidine (4). An intermediate 1,4-dipole is probably involved since, when the reaction is conducted in acetone, a 1:1:1 adduct (3) is isolated.

https://doi.org/10.1016/s0040-4039(01)84598-6