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Typical Procedure: To a stirred solution of N-formyltetrahydroisoquinoline 2g (150 mg, 0.40 mmol) in CH 2Cl2 (10 mL) was added a solution of bis(trifluoroacetoxy) iodobenzene (191 mg, 0.44 mmol) and BF3·OEt2 (0.12 mL, 0.88 mmol) in CH2Cl2 (5 mL) at -40°C under an argon atmosphere. The reaction mixture was stirred at -40°C for 1 h, then sat. NaHCO3 (30 mL) was added followed by extraction with CH 2Cl2 (3 x 30 mL, The combined CH2Cl 2 extracts were dried over anhyd Na2SO4 and evaporated to dryness in vacuo. The crude product was purified by PLC on silica gel using 50% EtOAc-hexane as a developing solvent to give aporphine 1g (62 mg, 42, Recrystallization from EtOAc afforded yellow needles; mp 193.0-193.6°C. IR (nujol, 1675, 1602, 1570, 1520 cm-1. 1H NMR 300 MHz, CDCl3
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