6533b7d0fe1ef96bd125a2dd
RESEARCH PRODUCT
ChemInform Abstract: Reactions of the Hydrofluoroborate Salts of Open-Chain Analogues of Reissert Compounds with Some α,β-Ethylenic Esters.
Marek M. KubickiBernard LaudeSandrine PerrinOlivier BlacqueKarin Monniersubject
chemistry.chemical_classificationChemistryStereochemistryImineSalt (chemistry)Sequence (biology)General MedicineMedicinal chemistryCycloadditionchemistry.chemical_compoundReaction sequenceChain (algebraic topology)Ethyl acrylateDerivative (chemistry)description
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-06-15 | ChemInform |