Synthesis and Biological Activities of New 1,2,3,4- Tetrahydroquinoline Derivatives Using Imino Diels-Alder Reaction

Abstract

This research contains the preparation of some novel derivatives of tetrahydro quinolone. First step, include
prepared new Schiff’s bases compounds (I1-I5) were prepared by the direct condensation between diamine
compounds and aromatic aldehydes substituted by different groups. Tetrahydroquinoline derivatives
compounds (I6-I10) were prepared through imino Diels-Alder reaction using the derivatives of Schiff base
with cinnamic acid, and Boron tri fluoride ethyl etherate (BF3.Et2O) as a catalyst. The prepared compounds
were identified by infrared spectra, 1
H-NMR, and 13C-NMR. Antibacterial activity of the prepared compounds
was measured by using three pathogenic microorganisms including Staphyloccus haemolyticus, Klebsiella
pneumonia,and Candida albicans. Also, a comparative study was achieved to study the biological activity
of these prepared compounds using Agar Diffusion method.