1: potassium phosphate; biphenyl-4-yl(di-tert-butylphosphine); palladium diacetate / tetrahydrofuran / 40 °C 2: 10 palladium on activated charcoal; hydrogen 3: pyridine 4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / N,N-dimethyl-formamide 5: methanol; potassium carbonate / tetrahydrofuran 6: platinum (II) chloride 7: boron tribromide View Scheme

1: potassium phosphate; biphenyl-4-yl(di-tert-butylphosphine); palladium diacetate / tetrahydrofuran / 40 °C 2: 10 palladium on activated charcoal; hydrogen 3: pyridine 4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / N,N-dimethyl-formamide 5: methanol; potassium carbonate / tetrahydrofuran 6: platinum (II) chloride 7: boron tribromide 8: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione View Scheme

1: potassium phosphate; biphenyl-4-yl(di-tert-butylphosphine); palladium diacetate / tetrahydrofuran / 40 °C 2: 10 palladium on activated charcoal; hydrogen 3: pyridine 4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / N,N-dimethyl-formamide 5: methanol; potassium carbonate / tetrahydrofuran 6: platinum (II) chloride 7: boron tribromide 8: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione 9: sodium tetrahydroborate / N,N-dimethyl-formamide View Scheme

Multi-step reaction with 10 steps 1: potassium phosphate; biphenyl-4-yl(di-tert-butylphosphine); palladium diacetate / tetrahydrofuran / 40 °C2: 10 palladium on activated charcoal; hydrogen3: pyridine4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / N,N-dimethyl-formamide5: methanol; potassium carbonate / tetrahydrofuran6: platinum (II) chloride7: boron tribromide8: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione9: sodium tetrahydroborate; oxygen10: 3-chloro-benzenecarboperoxoic acid