1: 1.) BuLi / 1.) hexane, THF, -78 deg C, 2 h, 2.) hexane, THF, -78 deg C, 3 h, room temperature, overnight 2: 48 percent / ZnBr2 / toluene; diethyl ether / 24 h / Heating View Scheme

1: 37 percent / LDA / tetrahydrofuran / 0.17 h / -78 °C 2: 58 percent / lithium naphthalenide / tetrahydrofuran / 0.08 h View Scheme