Novel Dihydropyrazines and their Double ortho-Annulation to Hexaazapentacenes

Author:

Strathausen Rainer12,Beckert Rainer1,Fleischhauer Jan1,Müller Dirk3,Görls Helmar4

Affiliation:

1. Institut für Organische Chemie und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstr. 10, D-07743 Jena, Germany

2. Present address: Biomolecular Photonics Group, Jena University Hospital, Nonnenplan 4, D-07743 Jena, Germany

3. Klinikum Bad Berka, Department of Molecular Radiotherapy / Center for Molecular Imaging, D-99437 Bad Berka, Germany

4. Institut für Anorganische und Analytische Chemie, Friedrich-Schiller-Universität Jena, Lessingstr. 8, D-07743 Jena, Germany

Abstract

The cycloacylation of oxalic amidines 7 with bis-imidoylchlorides 6 furnished the dihydropyrazine derivatives 8. Due to their vicinal amino-imino substructures, they provide good preconditions for a double intramolecular ring closure reaction. An alternative synthesis for hexaaza-pentacenes 1 was developed using potassium carbonate as the base and lead tetraacetate as the oxidizing agent.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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