chloranil in xylene 5 h; Heating;

1: tri-ruthenium(0)dodecacarbonyl; 1,3-bis-(diphenylphosphino)propane; 3,5-dimethyl-benzoic acid / toluene / 48 h / 130 °C / |Sealed tube; |Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 6.5 h / 75 °C View Scheme

1: sodium tetrahydroborate / methanol / 0 °C 2: tri-ruthenium(0)dodecacarbonyl; 1,3-bis-(diphenylphosphino)propane; 3,5-dimethyl-benzoic acid / toluene / 48 h / 130 °C / |Sealed tube; |Inert atmosphere 3: toluene-4-sulfonic acid / toluene / 6.5 h / 75 °C View Scheme