6533b852fe1ef96bd12aa4ca

RESEARCH PRODUCT

Reactivity of asymmetric benzo-condensed diazines with nitrilimine dipoles in the 1,3-dipolar cycloaddition reactions

Anna Maria AlmericoAnnalisa GuarcelloAntonino LauriaGaetano DattoloGabriella Macaluso

subject

nitrilimine dipoleChemistryNitrilimine13-dipolar cycloaddition reactionOrganic ChemistrydiazineSettore CHIM/06 - Chimica OrganicadiastereoselectivityPhotochemistrySettore CHIM/08 - Chimica FarmaceuticaBiochemistryCycloadditionchemistry.chemical_compoundDipoleQuinoxalineComputational chemistryDrug Discovery13-Dipolar cycloadditionQuinazolineReactivity (chemistry)

description

The reactivity of asymmetric benzo-condensed diazines in the 1,3-dipolar cycloaddition reactions with nitrilimines was investigated. The results demonstrated that, at variance with the symmetric quinoxaline, a certain grade of diastereoselectivity emerged. Moreover in the case of the 5-methylquinoxaline and quinazoline a mono-cycloadduct was obtained.

https://doi.org/10.1016/j.tetlet.2009.10.062