Synthesis and characterization of N-substituted 2-hydroxypyrrolidine/ piperidine derivatives using cerium chloride as catalyst

Abstract

999-10042-Hydroxypyrrolidine/piperidine derivatives have gained great interest in synthetic organic research because of their wide range of biological activities. A series of pyrrolidine derivatives have been synthesized using heterocyclic amines 5a-h and 2,3-dihydro-furan 2a. Further, a series of piperidine derivatives have been synthesized using 5a-h and 3,4-dihydro-2H-pyran <b style="mso-bidi-font-weight: normal">2b. Both 2a and 2b react with <b style="mso-bidi-font-weight: normal">5a-h via C-N cross-coupling reaction and result in the products <b style="mso-bidi-font-weight: normal">6a-p. Acetonitrile and cerium chloride heptahydrate have been used as solvent and catalyst respectively. The chemical structures of the newly synthesized compounds have been elucidated by spectral analysis (viz., 1H and 13C NMR and mass spectra) and analytical techniques. In the present study various solvents and catalyst have been employed. Among them CeCl3.7H2O and acetonitrile are found to be effective in these transformations, which lead to complete conversion to the coupled products. <span style="mso-bidi-font-weight: bold"> </span