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Efficient synthesis and preliminary biological evaluations of trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines
Jismy, Badr ...
Fluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines were synthesized through Michael addition/intramolecular cyclization reaction by condensation of 2-amino imidazole ...derivatives with ethyl 4,4,4-trifluorobut-2-ynoate and using C-O bond activation. The synthons thus obtained can be functionalized by forming new chemical bonds, including C-C, C-N and C-S, to provide easy access to a wide range of novel trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines in good to excellent yields. Preliminary biological evaluation revealed a number of derivatives displaying micromolar IC50 values against monoamine oxidase B and butyrylcholinesterase, two important targets in the field of neurodegenerative disorders.
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