tri-isopropoxy-borane; tert.-butyl lithium; O,N-dimethyl-hydroxylamine hydrochloride in tetrahydrofuran; hexane T=-20°C; Product distribution; Further Variations:ReagentsSolventsTemperatures;

1: 100 percent / 4 Angstroem molecular sieves / tetrahydrofuran / 16 h / 20 °C 2: 64 percent / K2CO3 / N,N-dimethyl-acetamide / 16 h / 110 °C 3: 61 percent / K2CO3 / trans-di-μ-acetobis[2-(di-o-tolylphosphino)benzyl]Pd(II)2 / various solvent(s) / 16 h / 130 °C View Scheme

sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct in water; toluene 5 h; Heating / reflux;