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1. Synthesis of fluorophosphonylated acyclic nucleotide analogues via copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition.

Author

Diab SA, Hienzch A, Lebargy C, Guillarme S, Pfund E, and Lequeux T

Subjects
Alkynes chemistry, Catalysis, Copper chemistry, Nucleotides chemical synthesis, Nucleotides chemistry, Organophosphonates chemistry
Abstract

Preparation of several acyclonucleosides containing both a difluoromethylphosphonate group and a triazole moiety is described starting from a difluorophosphonosulfide. The key step of the synthesis involves a copper(I)-catalyzed Huisgen 1-3 dipolar cycloaddition between difluorophosphonylated azides and propargylated nucleobases derived from thymine and 2-amino-6-chloropurine.

Published
2009
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