1-chloroethyl chlorocarbonate; N-ethyl-N,N-diisopropylamine in dichloromethane T=0°C; 3 h; Heating / reflux;

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethylene glycol dimethyl ether / 0.33 h / 80 °C / |Microwave irradiation; |Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C View Scheme

1.1: hydrogen; palladium(II) oxide hydrate / ethyl acetate / 20 °C / 2250.23 Torr 2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 2.2: -78 - 20 °C / |Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / ethylene glycol dimethyl ether / 0.33 h / 80 °C / |Microwave irradiation; |Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C View Scheme