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Communication | Regular issue | Vol 32, No. 8, 1991, pp.1463-1470
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5776
Diels-Alder Reactions under Molecular Sieve Catalysis: Enhancement of Reactivity in Cyclization Reactions with N-Benzoylindole-2,3-quinodimethane to Functionalized Carbazoles

Ulf Pindur* and Manfred Haber

*Department of Chemistry and Pharmacy, Institute of Pharmacy, University of Mainz, Saarstraβe 21, D-55122 Mainz, Germany

Abstract

In the presence of highly activated molecular sieves (4 Å), the Diels-Alder reactivity of in situ generated N-benzoylindole-2,3-quinodimethane is enhanced considerably. Reactions of this species with a variety of carbodienophiles give rise to novel functionalized and [b]annelated carbazole derivatives in a one-pot procedure.