A rapid, efficient and environmental benign methodology for the preparation of 2, 5- disubstituted indole analogues is developed. 2, 5-Disubstituted indole-3-carboxaldehydes (1a–c) undergo Knoevenagel condensation with barbiturates (2 &4), thiazolidine-2, 4-dione (6) and 3-methyl-1H-pyrazol-5 (4H)-one (8) in solvent-free, NH4OAc catalyzed, microwave assisted reaction. Structures of the products thus obtained were confirmed by their mp, ...