Dzmitry G. Kananovich, Alli Reino, Kaja Ilmarinen, Marko Rõõmusoks, Mati Karelson and Margus Lopp
Org. Biomol. Chem., 2014,12, 5634-5644
DOI:
10.1039/C4OB00597J,
Paper
A general and efficient approach was developed for the introduction of S-functionality at the C-5 position of cytosine and uracil nucleosides and their analogues. The key step is a palladium-catalyzed C–S coupling of the corresponding 5-bromo nucleoside derivative and alkyl thiol. The butyl 3-mercaptopropionate coupling products were further converted to the corresponding disulphides, the stable precursors of 5-mercaptopyrimidine nucleosides.
