A facile one-pot synthesis of trifluoromethylated pyrimidines has been achieved by
the treatment of fluorinated 2-bromoenones with aryl- and alkylamidines. The assembly
of pyrimidine core proceeds by the cascade reactions via aza-Michael addition–intramolecular
cyclization–dehydrohalogenation/dehydration sequence. This strategy is featured by
high selectivity and mild reaction conditions giving the target heterocycles in high
yields (up to 99%). The unique influence of trifluoromethyl group on the reaction
path is demonstrated.
Key words
CF
3-α-bromoenones - amidines - fluorinated pyrimidines - aza-MIRC methodology - catalyst-free
- mild conditions
