6533b7d0fe1ef96bd125b6a4
RESEARCH PRODUCT
New cycloaddition reactions of 1-phenyl-4-vinylpyrazole
Mercedes Medio SimónJosé Sepúlveda Arquessubject
Bicyclic moleculeMethyl propiolateOrganic ChemistrySubstituentTetracyanoethyleneBiochemistryMedicinal chemistryCycloadditionAdductchemistry.chemical_compoundchemistryDrug DiscoveryOrganic chemistryImideEne reactiondescription
Abstract 1-Phenyl-4-vinylpyrazole reacts with methyl propiolate and N-phenylmaleimide giving via the Diels-Alder 1:1 adducts, products (4) and (8), and also the 1:2 adducts (5), (6) and (9) resulting from an “ene” reaction of the initially forced cycloadducts. The obtention of the adducts (5) and (6) in equimolecular amounts is a good example of the non-regioselective character of the “ene” reaction. The reaction with tetracyanoethylene takes place through the olefinic substituent giving the π2 + π2 adduct (10).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1986-01-01 | Tetrahedron |