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Note | Regular issue | Vol 45, No. 12, 1997, pp.2463-2469
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7979
The Synthesis of Pyrido[3,2-a]acridines

Paul W. Groundwater* and Munawar Ali Munawar

*School of Health Sciences, University of Sunderland, Wharncliffe Street, Sunderland SR2 3SD, U.K.

Abstract

6-Aminoquinoline (5) reacts with 2-cyanocyclohexanone (6a) or ethyl 2-oxocyclohexanecarboxylate (6b) to give enamines which can be cyclised, under Lewis acid catalysed conditions, to tetrahydropyrido[3,2-a]acridines (9, 13). Dehydrogenation of these tetrahydropyrido[3,2-a]acridines, with palladium-on-charcoal, gives the fully aromatic pyrido[3,2-a]acridines (1a,b).