Synfacts 2006(8): 0763-0763  
DOI: 10.1055/s-2006-941970
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Synthesis of C6-Azolyl Purine Nucleosides

Contributor(s): Victor Snieckus, Oleg M. Demchuk
P. Lagisetty, L. M. Russon, M. K. Lakshman*
The City College and The City University of New York and Analytica of Branford INC., Branford, USA
Further Information

Publication History

Publication Date:
21 July 2006 (online)

Significance

An efficient route to biologically relevant nucleosides via key phosphine-palladium complex mediated C-N bond formation reactions is presented. Application of simple ligands with wide bite angle (e.g., XantPhos) results in good to excellent yields and selectivity for a range of hetero­aromatic amines. Both heteroaryl halides (Cl, Br) and sulfonates participate in this reaction under standardized conditions. The method appears amenable to the synthesis of relatively complex structures. However, functional-group tolerance was not thoroughly investigated.