Synthesis of C-nucleosides via coupling of ribosyl fluoride with typical aromatic heterocycles bearing a TMS group

The direct coupling reaction of D -ribosyl fluoride with typical π-excessive aromatic heterocycles such as furan, thiophene, pyrrole, benzofuran, benzothiophene, and indole and their trimethylsilyl derivatives was performed in the presence of boron trifluoride to afford the corresponding C-nucleosides in moderate to good yields.