N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile in cyclohexane 2 h; RefluxInert atmosphere;

hydrogen bromide in pentane T=-30°C;

water; sodium hydrogencarbonate in acetone 1 h; Reflux;

ammonium chloride; zinc in tetrahydrofuran; water Ph3SnCl is added to THF/H2O (NH4Cl saturated) mixt. with excess of zinc powder, appropriate allyl bromide is added dropwise under stirring within 5 min, filtn. after 1 h of mixing, THF is removed, residue is treated with chloroform; extn. (chloroform), drying (Na2SO4), solvent is evapd., treated with petroleum ether or n-hexane, solvent is evapd., crystd. (ethanol);

in tetrahydrofuran dropwise addn. of bromocyclopentene in THF to a soln. of Co2(CO)8 in THF at 25°C, stirring for 3h; Ar atm.;; condensation of solvent in a cold trap at 10mbar/25°C, condensation of residue at 0.01mbar into another flask;;

lithium carbonate; lithium chloride in N,N,N',N',N'',N''-hexamethylphosphoric triamide T=160°C;

1: N-(prop-2-ynyl)-4-methyl benzenesulfonamide With sodium hydride in N,N-dimethyl-formamide T=0 - 20°C; 0.5 h; Inert atmosphere; 2: cyclopent-2-enyl bromide in N,N-dimethyl-formamide T=20°C; 0.333333 h; Inert atmosphere;

暂无反应条件数据

magnesium 1) ether, 15 min, RT; 15 min, reflux, 2) ether, 15 min, RT; 2.5 h, reflux; Yield given. Multistep reaction;

1: 1) Mg / 1) ether, 15 min, RT; 15 min, reflux, 2) ether, 15 min, RT; 2.5 h, reflux 2: 38 percent / H2 / Pt / ethyl acetate / 15 h / 20 °C View Scheme