We have achieved the diastereo selective synthesis of pyrano and furano naphthyridine derivatives through the utilization of Camphor sulfonic acid (CSA) as a catalyst in an ABB' type multi component coupling reaction involving 4-aminopyridine and cyclic enol ethers to form of pyrano and furano naphthyridine in high yields, primarily exhibiting cis diastereo selectivity. Notably, the addition of water as a reagent causes a shift in diastereoselectivity towards the trans isomer. Synthesized compounds were evaluated in vitro for their antimicrobial activities and molecular docking studies were performed.