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General Procedure: Diazoketones (1.2 mmol) and N-acylquinolinium ion (1 mmol, generated in situ from quinoline (1 mmol) and ethyl chloroformate (1.2 mmol, were mixed and the resulting mixture was stirred at r.t. for the appropriate time (Table 1, After complete conversion as indicated by TLC, the reaction mixture was diluted with H2O (10 mL) and extracted with CH2Cl2 (2 x 15 mL, The combined extracts were dried over anhyd Na2SO4, and concentrated in vacuo. The resulting product was purified by column chromatography on silica gel (Merck, 100-200 mesh; EtOAc-hexane, 2:8) to afford the pure products. Spectroscopic data for selected compounds are as follows: Ethyl 1-(1-Diazo-2-ethoxy-2-oxoethyl)-3-methyl-1,2-dihydro-2-isoquinolinecarboxylate (3f, yellow viscous liquid. IR (KBr, 2925, 2853, 2070, 1716, 1642, 1456, 1374, 1307, 1242, 1176, 1117, 1065, 1007, 878, 813, 759 cm-1. 1H NMR 200 M
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3NaBr: 448.0272; found: 448.0284.
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