M. Perbost et Ys. Sanghvi, FACILE NUCLEOPHILIC DISPLACEMENT ON A 4-TRIAZOLYLPYRIMIDINE DEOXYNUCLEOSIDE - SINGLE-STEP SYNTHESIS OF N-ACYLATED 5-METHYLDEOXYCYTIDINES, Journal of the Chemical Society. Perkin transactions. I, (15), 1994, pp. 2051-2052
A 4-triazolyl substituted pyrimidine nucleoside undergoes nucleophilic
displacement with the sodium salts of amides and thiols at room tempe
rature in 1,4-dioxane exclusively at the 4-position to provide a simpl
e and efficient preparation of 4-N-acylated and 4-thiolated analogues,
respectively.