phosphorus tribromide

n-butyllithium in diethyl ether; hexane 2 h; Heating;

1: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, reflux, 1.5 h 2: 75 percent / H2O / dimethylsulfoxide / 5 h / 200 °C 3: LiAlH4 / tetrahydrofuran 4: CBr4, tri-n-octylphosphine / diethyl ether / Ambient temperature View Scheme

1: 75 percent / H2O / dimethylsulfoxide / 5 h / 200 °C 2: LiAlH4 / tetrahydrofuran 3: CBr4, tri-n-octylphosphine / diethyl ether / Ambient temperature View Scheme

1: LiAlH4 / tetrahydrofuran 2: CBr4, tri-n-octylphosphine / diethyl ether / Ambient temperature View Scheme

silica gel intramolecular Friedel-Crafts alkylation; 0.25 h; Heatingmicrowave irradiation;