PDF icon PDF herunterladen
Synthesis 2000; 2000(14): 2009-2012
DOI: 10.1055/s-2000-8721
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

3,9-Dihydro-2H-[1,2,4]-oxadiazolo[3,2-b]quinazolin-2-ones: First Synthesis of the Parent Heterocycle, 7- and 9-Substituted Derivatives

Patrice P. Renaut* , Philippe Durand, Philippe Ratel
  • *Laboratoires Fournier, S.A., 50 rue de Dijon, 21121 Daix, France; Fax +33(3)80 44 75 38; E-mail: p.renaut@fournier.fr
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

 als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik
Preview

A first synthesis of 3,9-dihydro-9-aryl-2H-[1,2,4]-oxadiazolo[3,2-b]quinazolin-2-ones is described via the thermal cyclisation of ethyl-(4-aryl-3-oxido-2-quinazolinyl)-carbamates followed by borohydride reduction. A more direct route to 3,9-dihydro-2H-[1,2,4]-oxadiazolo[3,2-b]quinazolin-2-ones, involving the reductive-ring closure of ethyl-(3-oxido-2-quinazolinyl)-carbamate, gives access to the parent unsubstituted heterocycle in good yield. This reaction has been extended to a variety of 7- and 9-substituted 3,9-dihydro-2H-[1,2,4]-oxadiazolo[3,2-b]quinazolin-2-ones.

[1,2,4]oxadiazolo[3,2-b]quinazolin-2-one - thermal cyclisation - borohydride reduction - reductive-ring closure