1: propargyl bromide With 9-borabicyclo[3.3.1]nonane dimer in tetrahydrofuran dihydroboration; 2 h; Heating; 2: With sodium hydroxide in tetrahydrofuran T=20°C; Hydrolysis; 1 h; 3: 2-bromo-naphthalene With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=65°C; Suzuki-Miyaura coupling; 8 h;

1: ethylmagnesium bromide With zirconocene dichloride in tetrahydrofuran T=-78 - 0°C; 0.416667 h; 2: β-naphthaldehyde in tetrahydrofuran T=20°C; 3: With titanium tetrachloride in dichloromethane T=20°C; 0.333333 h;

Pd0(tris(tert-butyl)phosphine)2 in toluene T=20°C; 1 h;

[RhCl(cod)(1,3,4,5-tetramethylimidazol-2-ylidene)] in m-xylene 4 h; Heating;

1: LiAlH4 / diethyl ether / Heating 2: HBr, H2SO4 3: NBS, (PhCO)2O2 / CCl4 / Heating 4: Zn-Cu View Scheme

1: HBr, H2SO4 2: NBS, (PhCO)2O2 / CCl4 / Heating 3: Zn-Cu View Scheme

1: NBS, (PhCO)2O2 / CCl4 / Heating 2: Zn-Cu View Scheme

potassium hydroxide; platinum T=200 - 230°C;

5,10,15,20-tetrakisphenylporphyrinatoiron(III) chloride; potassium hydroxide in water; toluene 7 h;