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.
Front Cover Picture: One‐Pot Synthesis of Fused
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‐Heterocycles through Rh(III)‐Catalyzed Cascade Reactions of Aromatic/Vinylic
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‐Alkoxy‐ Amides with 4‐Hydroxy‐2‐Alkynoates (Adv. Synth. Catal. 14/2018)