1: K2CO3 / methanol / Ambient temperature 2: 64 percent / (PPh3)2PdCl2, CuI, Et2NH / Ambient temperature 3: 1.) NaN(SiMe3)2 / 1.) THF, -78 deg C, 2.) THF, from 0 deg C to RT 4: 1.) t-BuLi, 2.) ZnCl2, 3.) Pd(PPh3)4 View Scheme

1: K2CO3 / methanol 2: 64 percent / Pd(PPh3)2, CuI, Et3N / 25 °C 3: 77 percent / NaN(SiMe3)2 / tetrahydrofuran / -78 - 25 °C View Scheme

1: K2CO3 / methanol 2: 64 percent / Pd(PPh3)2, CuI, Et3N / 25 °C View Scheme

potassium carbonate in methanol Ambient temperature; Yield given;