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Synfacts 2006(8): 0763-0763
DOI: 10.1055/s-2006-941970
DOI: 10.1055/s-2006-941970
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Synthesis of C6-Azolyl Purine Nucleosides
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.