1: 3-iodopropionic acid ethyl ester With chloro-trimethyl-silane; ethylene dibromide; zinc in tetrahydrofuran T=35 - 40°C; 12 h; 2: With copper diacetate; lithium chloride in tetrahydrofuran T=-18°C; 0.166667 h; 3: cyclopent-2-enone With chloro-trimethyl-silane in tetrahydrofuran; diethyl ether T=-18 - 20°C;

9,10-anthracenedicarbonitrile; triphenylphosphine in water; N,N-dimethyl-formamide; isopropyl alcohol Irradiation;

1: 58 percent / 1.2N t-BuOK / tetrahydrofuran; methanol / 84 h / Ambient temperature 2: 83 percent / H2 / 5percent Pd/C / ethanol View Scheme

1: 58 percent / 1.2N t-BuOK / tetrahydrofuran; methanol / 84 h / Ambient temperature 2: 83 percent / H2 / 5percent Pd/C / ethanol View Scheme

(i) aq. HCl, (ii) /BRN= 1718733/, aq. HCl; Multistep reaction;