1: With 1,10-phenanthroline; oxygen; copper diacetate; triethylamine in toluene; acetonitrile T=20°C; 2: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 1 h;

1.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 1.2: 1 h / 0 - 20 °C 2.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h / 20 °C 4.1: 1,10-phenanthroline; oxygen; copper(l) chloride; 2-hydroxy-1,3-isoindolinedione / acetonitrile; benzene / 24 h / 50 °C 5.1: diethyl ether / -78 - 20 °C 6.1: dihydrogen peroxide; sulfuric acid / tetrahydrofuran; water / 24 h / 0 - 60 °C 7.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 7.2: 1 h / 0 - 20 °C View Scheme

1.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 1.2: 1 h / 0 - 20 °C 2.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h / 20 °C View Scheme

1.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 1.2: 1 h / 0 - 20 °C 2.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C View Scheme

1: With 1,10-phenanthroline; oxygen; copper diacetate; triethylamine in toluene; acetonitrile T=20°C; 2: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 1 h;

1.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 1.2: 1 h / 0 - 20 °C 2.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h / 20 °C 4.1: 1,10-phenanthroline; oxygen; copper(l) chloride; 2-hydroxy-1,3-isoindolinedione / acetonitrile; benzene / 24 h / 50 °C 5.1: diethyl ether / -78 - 20 °C View Scheme

1: With 1,10-phenanthroline; oxygen; copper diacetate; triethylamine in toluene; acetonitrile T=20°C; 2: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 1 h;

1.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 °C 1.2: 1 h / 0 - 20 °C 2.1: chloro-trimethyl-silane / dichloromethane / 2 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 2 h / 20 °C 4.1: 1,10-phenanthroline; oxygen; copper(l) chloride; 2-hydroxy-1,3-isoindolinedione / acetonitrile; benzene / 24 h / 50 °C View Scheme

<b>Multi-step reaction with 4 steps<br /> </b>1.1: dihydrogen peroxide; sulfuric acid / tetrahydrofuran; water / 8 h / 0 - 60 &deg;C<br />2.1: copper diacetate; 1,10-phenanthroline; triethylamine; oxygen / toluene; acetonitrile / 20 &deg;C<br />2.2: 20 &deg;C<br />3.1: diethyl ether; hexane / -78 - 20 &deg;C<br />4.1: dihydrogen peroxide; sulfuric acid / tetrahydrofuran; water / 8 h / 0 - 60 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: diethyl ether; hexane / -78 - 20 &deg;C<br />2: dihydrogen peroxide; sulfuric acid / tetrahydrofuran; water / 8 h / 0 - 60 &deg;C<br /> <br /> &nbsp;