Carbon-carbon cross coupling reactions of 6-chloropurine nucleosides at room temperature

ORGN 412

John H. Hilmer, JHilmer@gc.cuny.edu, Elise Champeil, echampeil@eudoramail.com, and Mahesh K. Lakshman, lakshman@sci.ccny.cuny.edu. Department of Chemistry, The City College and The City University of New York, 138th Street and Convent Avenue, New York, NY 10031
The Suzuki-Miyaura coupling of arylboronic acids and halo aromatics is a powerful method for the synthesis of biaryl systems. We have previously shown that both 6-chloro- and 6-bromopurine 2'-deoxynucleosides can serve as substrates for C-C cross coupling reactions and that the chloro derivatives exhibit superior properties. These reactions had been performed at elevated temperatures, and the ability to conduct them at room temperature would represent a significant advance. Our results from C-C cross coupling reactions of the chloro nucleosides at room temperature will be presented.