Synthesis · 2016 · 19 citations · 0 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryDiversity-oriented SynthesisHeterocycle SynthesisOrganic SynthesisAldehydesMulticomponent Heterocycle SynthesisMulticomponent Reaction ChemistryOne-pot Heterocycle SynthesisOne-pot Library SynthesisOne-pot Multicomponent ReactionsSpirocyclic ScaffoldsSpiroheterocycle Synthesis
A convenient, efficient, one-pot strategy for the synthesis of structurally diverse trifluoromethylated spirotetrahydropyridine-3-carboxylate derivatives is disclosed by taking advantage of a four-component reaction involving arylidene isoxazol-5-ones, aromatic aldehydes, ethyl 4,4,4-trifluoro-3-oxobutanoate and ammonium acetate. Additionally, a more consecutive approach to the same products is achieved via a one-pot, multicomponent reaction. The protocol allows easy access to trifluoromethylated spiroheterocycles in moderate to good yields under mild and catalyst-free conditions.