79% |
With potassium tert-butylate; copper(II) oxide; In dimethyl sulfoxide; at 80℃; for 18h;Sealed tube; Inert atmosphere; |
Under an argon atmosphere, copper oxide (50 μmol), iminodibenzyl substrate (1 mmol), potassium tert-butoxide (2 mmol, 2.0 equiv), 4-trifluoromethoxy substituted aromatic hydrocarbon (2 mmol, 2.0 equiv) were successively The solvent (2 mL) was added to a 10 mL sealed tube and placed in an oil bath heated to 80 C. for 18 hours. After the reaction was completed, the reaction was exposed to air quenching, and the amine product was directly separated by column chromatography.According to the results of column chromatographic separation, when DMSO was used as the reaction solvent, the yields of 4-trifluoromethoxychlorobenzene, bromobenzene, and iodobenzene respectively reacted with the substrate were: 68%, 85%, and 79%; When DMF was used as the reaction solvent, the yields of reaction of 4-trifluoromethoxy chlorobenzene, bromobenzene, and iodobenzene with the substrate were 47%, 65%, and 62%, respectively |
69% |
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; at 100℃; for 24h;Inert atmosphere; Sealed tube; Green chemistry; |
General procedure: Under an argon atmosphere, nickel oxide (0.1 mmol, 10 mol%), triphenylphosphine (0.2 mmol, 20 mol%), iminodibenzyl substrate (1 mmol), potassium tert-butoxide (2 mmol, 2.0 equiv) were sequentially 4-trifluoromethoxyhalogenated aromatic hydrocarbon (2 mmol, 2.0 equiv) and tetrahydrofuran (2 mL) were added to a 10 mL sealed tube and placed in a 100 C. oil bath with heating and stirring for 24 hours. The reaction was completed and the reaction was exposed to air quenching. , and then directly separated by column chromatography to obtain amine products.According to the results of column chromatographic separation, the yields of 4-trifluoromethoxybromobenzene and 4-trifluoromethoxy iodobenzene respectively reacted with the substrate were 78% and 69%, respectively; |