Among the enumerated bases, it was observed that piperidine gave quantitative yield of the nitro-Michael adduct (3Aa). Our objective was reduction of a nitro group to an amine moiety, subsequently inducing a cyclization process that culminated in the formation of a spirocyclic product. In the first step of the reaction sequence, vis. formation of Michael adducts (3Aa), is monitored by TLC and observing a colour change in the reaction mixture from dark red to light yellow. Subsequently, in the same reaction vessel, the catalyst was charged, and a hydrogen atmosphere is maintained by affixing a hydrogen balloon to the reaction vessel. We started with charcoal supported palladium (Pd/C) as a catalyst for reduction of nitro group in a reductive cyclization cascade reaction. In the DCM solvent, did not lead to any conversion of Michael adduct (3Aa) a All the reactions were performed with 1Aa (0.3 mmol), Nitromethane (2) (0.9 mmol), Piperidine (20 mol %) in DCM (1 mL) stirred at rt till total conversion of 1Aa to 3Aa (1-2 h), then evaporated all DCM under low pressure at 50 ˚C and in the same pot added catalyst (x mol %) and respective solvent (1 mL) under hydrogen atmosphere (hydrogen balloon) at room temperature with continue stirring; Ø Approximate conversion 3Aa to 4Aa by TLC, 3Aa remain in reaction mixture confirmed by 1 H NMR; b Isolated yield; c solvent ratio (3:1); d reaction without H2 atmosphere; * Obtained as single diastereomer check by 1 H, C NMR, and SC-XRD, N. R.= No reaction.