Synthesis and spectral studies of some 4H-pyran derivatives: Crystal and molecular structure of isobutyl 6-amino-5-cyano-2-methyl-4-phenyl-4H-pyran-3-carboxylate

A series of isobutyl 6-amino-4-aryl-5-cyano-2-methyl-4H-pyran-3-carboxylates (1–9) have been synthesized by the multicomponent reaction (MCR) between isobutyl ethylacetoacetate, aryl aldehydes and malononitrile using BF3:OEt2 as catalyst. The derived compounds have been analyzed by IR and NMR (1D and 2D) spectra. Single crystal X-ray structural analysis of 1, evidences the flattened-boat conformation of pyran ring.

► BF3:OEt2 catalyzed synthesis of 4H-pyrans. MCR between isobutyl ethylacetoacetate, aryl aldehydes and malononitrile. ► Spectral characterization by IR, 1D and 2D NMR. ► Single crystal XRD analysis of isobutyl 6-amino-5-cyano-2-methyl-4-phenyl-4H-pyran-3-carboxylate.