Article

Projet
Modulateurs et correcteurs de la protéine F508-del CFTR pour la thérapie de la mucoviscidose  
Jean-Luc DECOUTBenjamin BOUCHERLERomain HAUDECOEUR,   
Titre
A One-Pot Synthesis of Highly Functionalized Purines  
[Full paper ]
Auteurs
R. Zelli, W. Zeinyeh, R. Haudecoeur, J. Alliot, B. Boucherle, I. Callebaut, J.-L. Decout
Edition
Org. Lett. 19, 2017, 23, 6360-6363
Année
2017
Résumé
Highly substituted purines were synthesized in good to high yields through a one-pot straightforward metal-free scalable method, using the Traube synthesis adapted to Vilsmeier-type reagents. From 5-amino-4-chloropyrimidines, new 9-aryl-substituted chloropurines and intermediates for peptide nucleic acid synthesis were prepared. Variant procedures allowing a rapid synthesis of ribonucleosides and 7-benzylpurine from 5-amidino-6-aminopyrimidines are also reported to illustrate the high potential of this versatile toolbox. This route appears to be particularly interesting in the field of nucleic acids for a direct and rapid access to various new 8-alkylpurine nucleosides.