trimethylsilyl iodide in dichloromethane 1.) RT, 4 h, 2.) 40 deg C, 1 h, RT, overnight;

1: NaNO2, 48percent fluoroboric acid / 1) 0 deg, 45 min, 2) 0 deg C - RT, 30 min, 30 - 35 deg C, 30 min 2: 69 percent / iodotrimethylsilane / CH2Cl2 / 1.) RT, 4 h, 2.) 40 deg C, 1 h, RT, overnight View Scheme

1: 90 percent / Fe / acetic acid 2: NaNO2, 48percent fluoroboric acid / 1) 0 deg, 45 min, 2) 0 deg C - RT, 30 min, 30 - 35 deg C, 30 min 3: 69 percent / iodotrimethylsilane / CH2Cl2 / 1.) RT, 4 h, 2.) 40 deg C, 1 h, RT, overnight View Scheme