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Synthesis of Compound 23: Procedure for the Pd-Catalyzed Cyclization Reaction To a stirred solution of compound 22 (0.2 g, 0.61 mmol) in DMF (3.0 mL) and H2O (1.0 mL) was added PdCl2 (0.007 g, 0.061 mmol) and CuCl2·2H2O (0.22 g, 1.2 mmol, The resultant dark green solution was heated at 95°C for 8 h. After the disappearance of starting material (TLC, the reaction mixture was cooled to r.t. Then, H2O (10 mL) was added and extracted with Et2O (3 x 15 mL, The combined organic layers were washed with H2O (3 x 10 mL, brine (10 mL, dried over anhyd Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2) using EtOAc-PE (6:4) as an eluent to furnish cyclized product 23 as a pale yellow solid in 54% yield, mp 97-100°C. Spectroscopic Data for Compound 23 IR CHCl3, νmax
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3: C, 71.24; H, 5.03; N, 8.74. Found: C, 71.19; H, 5.11; N, 8.69.
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