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■ Synthesis of Azanaphthoquinone Annelated Pyrroles

Helmut Spreitzer,* Andrea Pichler, Wolfgang Holzer, Martin Kratzel, Rita Slanz, Alexandra Koulouri, Petra Krenn, Ulrike Parrer, and Petra Szieber

*Institute of Pharmaceutical Chemistry, University of Vienna, Pharmaziezentrum, Althanstraβe 14, A-1090 Vienna, Austria

Abstract

The synthesis of azanaphthoquinone annelated pyrrole derivatives is described. The [c]-annelated derivative was synthesized by reaction of an azanaphthoquinone monoketal with tosylmethyl isocyanide. The synthesis of each of the two isomeric [b]-annelated pyrrole derivatives was realized by selective acylation reactions with pyrrole. Furthermore detailed NMR spectroscopic studies (¹H, ¹³C) are published.