1: 1.) n-butyllithium / 1.) THF, hexane, -70 deg C, 0.5 h, 2.) THF, a) -50 deg C, 1 h, b) 0 deg C, 3 h, c) room temp., overnight 2: 95 percent / HCl gas / diethyl ether / 0 - 20 °C 3: 1.) TEA / 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h View Scheme

1: K2CO3 / acetone 2: 1.) n-butyllithium / 1.) THF, hexane, -70 deg C, 0.5 h, 2.) THF, a) -50 deg C, 1 h, b) 0 deg C, 3 h, c) room temp., overnight 3: 95 percent / HCl gas / diethyl ether / 0 - 20 °C 4: 1.) TEA / 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h View Scheme

1: 1.) n-butyllithium / 1.) THF, hexane, -70 deg C, 0.5 h, 2.) THF, a) -50 deg C, 1 h, b) 0 deg C, 3 h, c) room temp., overnight 2: 95 percent / HCl gas / diethyl ether / 0 - 20 °C 3: 1.) TEA / 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h View Scheme

1: K2CO3 / acetone 2: 1.) n-butyllithium / 1.) THF, hexane, -70 deg C, 0.5 h, 2.) THF, a) -50 deg C, 1 h, b) 0 deg C, 3 h, c) room temp., overnight 3: 95 percent / HCl gas / diethyl ether / 0 - 20 °C 4: 1.) TEA / 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h View Scheme

1: 95 percent / HCl gas / diethyl ether / 0 - 20 °C 2: 1.) TEA / 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h View Scheme

TEA 1.) CH2Cl2, 1 h, 2.) 120 deg C, 1.5 h; Yield given. Multistep reaction;

sodium hydride 1.) THF, reflux, 15 min, 2.) THF, RT, overnight; Yield given. Multistep reaction;