Synthesis 2006(4): 711-715  
DOI: 10.1055/s-2006-926308
PAPER
© Georg Thieme Verlag Stuttgart · New York

Expedited Synthesis of Substituted Dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4,6-tetraones Structurally Related to Granulatimide

Hélène Hénona, Fabrice Anizona, Nathalie Kucharczykb, Armelle Loynelb, Patrick Casarab, Bruno Pfeifferb, Michelle Prudhomme*a
a Laboratoire SEESIB, Université Blaise Pascal, UMR 6504 du CNRS, 63177 Aubière, France
b Institut de Recherches SERVIER, Division Recherche Cancérologie, 125 Chemin de ronde, 78290 Croissy sur Seine, France
Fax: +33(4)73407717; e-Mail: Michelle.PRUDHOMME@univ-bpclermont.fr;
Further Information

Publication History

Received 14 July 2005
Publication Date:
19 January 2006 (online)

Abstract

Dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4,6-tetraones can be considered as granulatimide analogues. In view of structure-activity relationship studies in these series, a parallel liquid-phase microwave-assisted synthesis was developed to generate a small library of compounds bearing various substituents at positions 8, 9, 10, or 11 on the aromatic framework.

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For SPE purifications, Waters Oasis HLB extraction cartridges (6 g) were used with the following eluents: H2O, then H2O-MeCN (80:20), and then MeCN. For some compounds a gradient performed with Jones Flash master II was necessary. After evaporation, Et2O was added to the solid residues, the compounds were filtered and dried.