tetrakis(triphenylphosphine) palladium(0); acetic acid in 1,4-dioxane T=100°C; 12 h; Inert atmosphere; regioselective reaction;

1: N,N-dimethyl-1-(naphthalen-2-yl)methanamine With di-isopropyl azodicarboxylate T=0 - 20°C; 1 h; Schlenk technique; 2: bis(benzenesulfonyl)fluoromethane in N,N-dimethyl-formamide T=60°C; 30 h; regioselective reaction;

1: With potassium tert-butylate in tert-butyl alcohol T=20°C; 0.5 h; 2: With AcOF in tert-butyl alcohol T=20°C; SolventReagent/catalyst;

3-chloro-benzenecarboperoxoic acid in dichloromethane T=0 - 20°C;

3-chloro-benzenecarboperoxoic acid in dichloromethane T=20°C;

potassium hexamethylsilazane in tetrahydrofuran T=-78°C; Inert atmosphere;

1: With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 2: With 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate) in tetrahydrofuran T=-78 - 20°C; 3 h;

1.1: potassium fluoride; 18-crown-6 ether / acetonitrile / 24 h / 20 °C / |Inert atmosphere 2.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere 2.2: -78 °C / |Inert atmosphere View Scheme

1.1: sulfuryl dichloride / dichloromethane / 3 h / 50 °C / |Inert atmosphere; |Reflux 2.1: potassium fluoride; 18-crown-6 ether / acetonitrile / 120 h / 0 - 103 °C / |Inert atmosphere 3.1: Oxonereg; / water; methanol / 13 h / 20 °C 4.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere 4.2: -78 °C / |Inert atmosphere View Scheme

1.1: potassium fluoride; 18-crown-6 ether / acetonitrile / 120 h / 0 - 103 °C / |Inert atmosphere 2.1: Oxonereg; / water; methanol / 13 h / 20 °C 3.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C / |Inert atmosphere 3.2: -78 °C / |Inert atmosphere View Scheme