Efficient Phenylsulfenylation and Phenylselenenylation at the 5-Position of Uracil Nucleosides with Disulfide and Diselenide Mediated by [Bis(trifluoroacetoxy)-iodo]benzene

Abstract

A series of uracil nucleosides reacted with diphenyl disulfide or diphenyl diselenide in the presence of hypemalent iodine reagent, [bis(trifluoroacetoxy)iodo]benzene, in acetonitrile to give the corresponding C-5 phenylsulfenylated or phenylselenenylated products respectively in excellent yields.5-Substituted uridines constitute a class of biologically important molecules both in terms of their chemotherapeutic activities' and synthetic oligonucleoside probes.2A variety of synthetic methods for the introduction of sulfide and selenide functional groups in nucleoside have been developed due to their significant importance in bioscience and organic synthesis.The organosulfide and selenide functional