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Short Paper | Regular issue | Vol 92, No. 7, 2016, pp.1307-1312
Published online, 16th May, 2016
DOI: 10.3987/COM-16-13480
Synthesis of the New Heterocyclic System 5,6,10b-Triazaacephenanthrylene, a Nitrogen Analogue of Aristolactams

Katarzyna Ostrowska,* Karol Dudek, and Bogdan Musielak

*Department of Organic Chemistry, Jagiellonian University, R.Ingardena 3, PL-30-060 Kraków, Poland

Abstract

We describe the two-step sequence for transforming enaminothioenone 1 to the planar semicyclic amidine 2 via an ylidenemalononitrile enamine intermediate, leading to the formation of the new π-conjugated heterocyclic system 5,6,10b-triazaacephenanthrylene, structurally related to the naturally occurring alkaloid aristolactams.