Reactions of 4'-(2-oxo-3-(thiophen-2-ylmethylene)furan-5-yl)acetanilide with amines, carbon nucleophiles and isatin, under various conditions provided a variety of spiro-, fused- and heteocyclic deivatives. The structures of the new compounds were characterized by spectral data and elemental analysis. The larvicidal activities of the synthesized compounds were tested against Plutella xylostella and Helicoverpa armigera larvae in vitro. The molecular docking simulations results towards acetylcholinesterase of Drosophila Melanogaster demonstrated the role of the new compounds as prominent larvicides.