1: p-TolSO3H / benzene / Heating 2: 2 percent Chromat. / NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme

1: p-TolSO3H / benzene / Heating 2: 79 percent / NaBH3CN / methanol / 3 h / Ambient temperature; Irradiation View Scheme

Amberlyst H-15; hydrogen cation in dichloromethane 3 h; Ambient temperature;

1: 75 percent / amberlyst H-15, H+ form / CH2Cl2 / 3 h / Ambient temperature 2: 85 percent / benzene / 6 h / Heating 3: 1.) n-butyllithium, 2.) HMPTA / 1.) THF, 0 deg C, 30 min, 2.) -78 deg C, 3 h 4: 85 percent / aluminium amalgam / tetrahydrofuran; H2O / 3 h / Heating 5: 67 percent / pyridinium chlorochromate on alumina / CH2Cl2 / 3 h / Ambient temperature 6: 60 percent / 1percent aq NaOH / 1 h / 70 °C 7: 70 percent / 8 N chromic acid / acetone View Scheme