1: 1.) BuLi; 2.) ammonium chloride solution / tetrahydrofuran / 0 - 50 °C / 1.) THF, 0-50 deg C, 2 h; 2.) THF, 0 deg C 2: 49 percent / ethylmagnesium bromide / benzene; diisopropyl ether / 120 h / Heating 3: 48 percent / tetra-n-propylammmonium perruthenate, crushed 3 Angstroem molecular sieves, N-methylmorpholine N-oxide / CH2Cl2 / 3 h / Ambient temperature 4: 40 percent / O2, Rose Bengal, (i-Pr)2NEt / CH2Cl2 / 2 h / -80 °C / Irradiation 5: 60 percent / benzene / 3 h / 0 °C / Irradiation View Scheme

1: 48 percent / tetra-n-propylammmonium perruthenate, crushed 3 Angstroem molecular sieves, N-methylmorpholine N-oxide / CH2Cl2 / 3 h / Ambient temperature 2: 40 percent / O2, Rose Bengal, (i-Pr)2NEt / CH2Cl2 / 2 h / -80 °C / Irradiation 3: 60 percent / benzene / 3 h / 0 °C / Irradiation View Scheme

1: 40 percent / O2, Rose Bengal, (i-Pr)2NEt / CH2Cl2 / 2 h / -80 °C / Irradiation 2: 60 percent / benzene / 3 h / 0 °C / Irradiation View Scheme

1: cerium chloride (CeCl3*7H2O) / methanol 2: 44 percent / t-butyl lithium / tetrahydrofuran 3: 52 percent / BF3*OEt2 / CH2Cl2 / -55 °C 4: 1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH View Scheme

1: 44 percent / t-butyl lithium / tetrahydrofuran 2: 52 percent / BF3*OEt2 / CH2Cl2 / -55 °C 3: 1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH View Scheme

1: 52 percent / BF3*OEt2 / CH2Cl2 / -55 °C 2: 1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH View Scheme

1: 1.) tosyl chloride, pyridine 2.) lithium bromide, acetone 2: lithium diisopropyl amide, N,N'-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / -78 - -60 °C 3: Et3N / benzene 4: 52 percent / BF3*OEt2 / CH2Cl2 / -55 °C 5: 1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH View Scheme

1.) irradiation at 300 nm, benzene 2.) 1O2, CH3OH; Multistep reaction;

1: LiAlH4 3: singlet oxygen / Irradiation 4: HCl (2N) / tetrahydrofuran; H2O 5: benzene / 0 °C / Irradiation View Scheme

2: singlet oxygen / Irradiation 3: HCl (2N) / tetrahydrofuran; H2O 4: benzene / 0 °C / Irradiation View Scheme