A simple and efficient protocol for the synthesis of novel indole-2-carboxylic acid analogues having aryl amine moieties (2a-k) has been described. The synthesized compounds were characterized by spectroscopic techniques (IR, 1 H NMR, 13 C NMR and MS-EI) and further screened for their antioxidant activity by using various in vitro assays such as 2,2-diphenyl-1-picrylhydrazyl (DPPH • ) scavenging assay, 2,2 ' -azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS •+ ) radical scavenging activity, ferric reducing antioxidant power, cupric ion reducing ability method and phosphomolybdate method. In all the antioxidant assays performed, compounds 2b, 2d, 2e and 2f showed promising antioxidant activity. Whereas, compound 2c displayed potent antioxidant activity.