0000000000114801

AUTHOR

Sandrine Perrin

showing 3 related works from this author

ChemInform Abstract: Reactions of the Hydrofluoroborate Salts of Open-Chain Analogues of Reissert Compounds with Some α,β-Ethylenic Esters.

2010

The reaction of the hydrofluoroborate salt of an open-chain analogue of a Reissert compound with some α,β-ethylenic esters does not give a [4 + 2] cycloadduct, as previously described in the case of ethyl acrylate. The reaction starts with a 1,3-dipolar cycloaddition of a munchnone imine 5c, d. The [3 + 2] cycloadducts 13 evolve via a rearrangement–condensation sequence to give a substituted 2-pyridone derivative 18 or 19. The proposed mechanism has been verified by the isolation and structural X-ray analysis of some compounds of the reaction sequence.

chemistry.chemical_classificationChemistryStereochemistryImineSalt (chemistry)Sequence (biology)General MedicineMedicinal chemistryCycloadditionchemistry.chemical_compoundReaction sequenceChain (algebraic topology)Ethyl acrylateDerivative (chemistry)ChemInform
researchProduct

Reaction of an open-chain analogue of Reissert compound hydrofluoroborate salt with ethyl acrylate. A reinvestigation

1998

Abstract The reaction of an open-chain analogue of Reissert compound hydrofluoroborate salt with ethyl acrylate does not give a [4+2] cycloadduct as previously described, but a [3+2] cycloadduct which evolves to a 2-pyridone 15.

chemistry.chemical_classification10120 Department of Chemistry1303 Biochemistry3002 Drug DiscoveryOrganic ChemistrySalt (chemistry)BiochemistryMedicinal chemistrychemistry.chemical_compoundchemistryChain (algebraic topology)Drug Discovery540 ChemistryEthyl acrylateOrganic chemistry1605 Organic Chemistry
researchProduct

Reactions of the hydrofluoroborate salts of open-chain analogues of Reissert compounds with some α,β-ethylenic esters

1999

The reaction of the hydrofluoroborate salt of an open-chain analogue of a Reissert compound with some α,β-ethylenic esters does not give a [4 + 2] cycloadduct, as previously described in the case of ethyl acrylate. The reaction starts with a 1,3-dipolar cycloaddition of a munchnone imine 5c, d. The [3 + 2] cycloadducts 13 evolve via a rearrangement–condensation sequence to give a substituted 2-pyridone derivative 18 or 19. The proposed mechanism has been verified by the isolation and structural X-ray analysis of some compounds of the reaction sequence.

10120 Department of Chemistrychemistry.chemical_classificationOrganic ChemistryImineSalt (chemistry)Azomethine ylideSequence (biology)Medicinal chemistryCycloadditionchemistry.chemical_compoundchemistry540 Chemistry13-Dipolar cycloadditionEthyl acrylatePhysical and Theoretical Chemistry1606 Physical and Theoretical ChemistryDerivative (chemistry)1605 Organic Chemistry
researchProduct