Synthesis 2005(3): 419-424  
DOI: 10.1055/s-2004-834950
PAPER
© Georg Thieme Verlag Stuttgart · New York

Microwave-Assisted Michael Addition of Some Pyrimidine and Purine Nucleobases with α,β-Unsaturated Esters: A Rapid Entry into Carboacyclic Nucleoside Synthesis

A. Khalafi-Nezhad*, A. Zarea, M. N. Soltani Rad, B. Mokhtari, A. Parhami
Department of Chemistry, College of Science, Shiraz University, Shiraz 71454, Iran
Fax: +98(711)2280926; e-Mail: khalafi@chem.susc.ac.ir;
Further Information

Publication History

Received 8 September 2004
Publication Date:
06 December 2004 (online)

Abstract

An efficient procedure for the synthesis of some carbo­acyclic nucleosides via microwave-assisted Michael addition of various nucleobases to α,β-unsaturated esters in the presence of tetra­butylammonium bromide (TBAB) and DABCO is described. Using this method, some pyrimidine and purine nucleobases have been alkylated regioselectively in moderate to high yields and short reaction time.