hydrogen; platinum(IV) oxide; platinum on activated charcoal in ethyl acetate Ambient temperature; Product distribution;

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

cyclohexane; acetic acid; platinum Hydrogenation;

potassium hydroxide; hydrazine hydrate 1.) triethylene glycol, 110 deg C, 60 min, 2.) 140 deg C, 2 h; Yield given. Multistep reaction;

1: 28 percent / n-BuLi / diethyl ether; hexane / 2 h / Heating 2: 72 percent / silica gel / 0.25 h / Heating; microwave irradiation View Scheme

potassium hydroxide; hydrazine

oxygen IrradiationOxidative degradation,initiated Co60 source(1-5 W/kg), other solvents;; Rate constantProduct distribution;

2,3-dicyano-5,6-dichloro-p-benzoquinone in benzene 5 h; Ambient temperature; Title compound not separated from byproducts;

1: 66 percent Chromat. / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) / benzene / 5 h / Ambient temperature 2: 62 percent / iodine / benzene / 4 h / Heating 3: N-bromosuccinimid (NBS), benzoyl peroxide / CCl4 / 1.5 h / Heating 4: 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / tetrahydrofuran / 48 h / 5 °C 5: 92 percent / NaOMe / tetrahydrofuran; methanol / 0.25 h / 80 °C View Scheme

1: 36 percent / NaNO3, TFA, Ac2O / 15 h / Ambient temperature 2: 85 percent / DDQ / benzene / 15 h / Heating View Scheme