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Synthesis of 5-thioxo-6H-imidazo[1,2-c]quinazolines and related compounds based on cyclocondensations of 2-isothiocyanatobenzonitrile (ITCB) with α-aminoketones |
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| Authors: | Anja Bodtke Helmar Görls Peter Langer |
| Institution: | a Institut für Biochemie, Universität Greifswald, Felix-Hausdorff-Str. 4, 17487 Greifswald, Germany b Institut für Anorganische und Analytische Chemie, Universität Jena, August-Bebel-Strasse 2, 07740 Jena, Germany c Boehringer Ingelheim Pharma GmbH & Co. KG, Birkendorfer Strasse 65, 88397 Biberach/Riss, Germany d Institut für Chemie, Universität Rostock, Albert-Einstein-Strasse 3a, 18059 Rostock, Germany e Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany |
| Abstract: | Pharmacologically relevant 5-thioxo-6H-imidazo1,2-c]quinazolines and 5-oxo-6H-imidazo1,2-c]quinazolines were prepared by sequential reactions of α-aminoketones with 2-isothiocyanatobenzonitrile (ITCB) and 2-isocyanatobenzonitrile (ICB), respectively. The functionalization of the thioxo moiety allowed the synthesis of 5-amino-6H-imidazo1,2-c]quinazolines and of 1,2,4-triazolo4,3-a]-imidazo1,2-c]quinazolines. |
| Keywords: | Cyclizations N-Heterocycles Isocyanates Isothiocyanates Sequential reactions |
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