6533b7d5fe1ef96bd1264f8e

RESEARCH PRODUCT

N-benzoylindole-2,3-quinodimethane: Diels-Alder reactivity and synthetic applications for [b]annellated indoles

Ulf PindurManfred Haber

subject

ChemistryOrganic ChemistryDrug DiscoveryDiels alderOrganic chemistryFrontier molecular orbital theoryReactivity (chemistry)BiochemistryCycloadditionQuinone

description

Abstract The Diels-Alder reactivity of in situ generated N -benzoylindole-2,3-quinodimethane has been expanded considerably to include reactions with carbon- and hetero-dienophiles which furnish a variety of [ b ]annellated indoles as well as functionalized and annellated carbazoles. The frontier molecular orbital theory was found to be a useful model for the prediction of the experimental results under consideration of reactivity aspects.

https://doi.org/10.1016/s0040-4020(01)96104-6