cesium fluoride

1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 2: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 3: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 4: 83 percent / CsF / dimethylformamide; H2O / Heating View Scheme

1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 2: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 3: 83 percent / CsF / dimethylformamide; H2O / Heating View Scheme

1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 2: 83 percent / CsF / dimethylformamide; H2O / Heating View Scheme

1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h 2: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h View Scheme

N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h; Yield given. Multistep reaction;