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Paper | Regular issue | Vol 60, No. 1, 2003, pp.73-87
Published online, 28th October, 2002
DOI: 10.3987/COM-02-9607
Novel Synthesis of Model Dihydroazepine-fused Indolo[2,3-c]quinolines

Adel M. Al-Khashashneh, Mustafa M. El-Abadelah,* and Roland Boese

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan

Abstract

A synthetic route involving double Pictet-Spengler condensations at the indolic C-2 and C- 4 positions of a 3-diaminophenylindole (8) is described leading to a novel dihydroazepine-fused indoloquinoline system. MS and NMR spectral data are in accordance with the assigned pentacyclic structures namely, 7,8-dihydro-1,12-iminobenzo[c]pyrido[4,3,2-ef][1]benzazepines (9a,b), as con-firmed by X-Ray measurements.