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Paper | Regular issue | Vol 34, No. 4, 1992, pp.781-790
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5964
A One-Pot Access to [b]Annellated Carbazoles as Potential DNA Intercalators via Diels-Alder Reactions with 1-Alkylpyrano[3,4-b]indol-3-ones

Ulf Pindur,* Manfred Haber, and Houshang Erfanian-Abdoust

*Department of Chemistry and Pharmacy, University of Mainz, Saarstrasse 21, D-6500 Mainz 1, Federal Republic of Germany

Abstract

1-Alkylpyrano[3,4-b]indol-3-ones (3) react via a Diels-Alder process with arynes or N-phenylmaleimide to furnish [b]annellated carbazoles (4-10) in a one-pot procedure. Compounds (4-8) with a coplanar framework belong to the class of potential DNA intercalators.