Reductive ring opening of isoxazolidine moiety of chromano–piperidine-fused isoxazolidines (3a–c) with HCOONH4 and 10% Pd/C in a mixture of solvents (THF/MeOH) at ambient temperature, affords novel 2-(methylamino)-4-oxo-N-phenyl-N-propyl-4H-chromene-3-carboxamide (4), which is… Click to show full abstract
Reductive ring opening of isoxazolidine moiety of chromano–piperidine-fused isoxazolidines (3a–c) with HCOONH4 and 10% Pd/C in a mixture of solvents (THF/MeOH) at ambient temperature, affords novel 2-(methylamino)-4-oxo-N-phenyl-N-propyl-4H-chromene-3-carboxamide (4), which is apparently derived from reductive NO bond cleavage followed by tandem intramolecular rearrangements. Plausible mechanistic rationale for the formation of compound 4 is proffered.
Journal Title: Tetrahedron Letters
Year Published: 2017
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