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Paper | Regular issue | Vol 48, No. 4, 1998, pp.735-741
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8109
Dimerization of 1-Benzenesulfonyl-3-cyanomethylindole. Synthesis of Indole[2,3-a]carbazoles

Egle M. Beccalli,* Maria Luisa Gelmi, and Emanuela Erba

*Instituto di Chimica Organica, Facoltà di Farmacia, Università degli Studi di Milano, Via Venezian 21, I-20133 Milano, Italy

Abstract

The treatment of 1-benzenesulfonyl-3-cyanomethylindole (1) with LDA, in THF at 0 °C, affords 2-(1-benzenesulfonyl-1H-indol-3-yl)-3-(1H-indol-3-yl)acrylonitrile (2) in 79% yield. From 2, the indolo[2,3-a]carbazole (4) has been obtained in 58% yield.