In an attempt to synthesize some novel, potent antitubercular and antioxidant agents here we have reported the synthesis of a novel series of tetrahydroquinoline derivatives (III a-g). In this the titled compounds were synthesized by the reaction between substituted aromatic primary amines, N-vinylpyrrolidin-2-one and 4-nitro phthalic acid in acetonitrile. Structure of the synthesized compounds were confirmed on the basis of their physico-chemical and spectral data (IR, 1H NMR, 13C NMR and Mass). All the synthesized compounds were screened for their antitubercular and antioxidant activities using the Microplate Alamar Blue Assay (MABA) method and nitric oxide scavenging, DPPH method respectively. For antitubercular and antioxidant activities screening isoniazid and ascorbic acid were used as the standard drugs respectively. Among the synthesized compounds III a, III d and III e have shown significant anti-tubercular activity and compounds III a, III b and III e have shown significant antioxidant activity