镍催化2-(氨基)硝基苯胺与邻二醇反应合成喹恶啉

chem有机方法2023-07-223.5K+

该文献^【1】报道了一种以2-(胺基)硝基苯胺和1,2-二醇为原料，NiBr₂/1,10-菲罗啉催化体系合成一系列喹恶啉的方法。

合成喹恶啉类化合物的其它方法

镍催化2-(氨基)硝基苯胺与邻二醇反应合成喹恶啉第3张

镍催化2-(氨基)硝基苯胺与邻二醇反应合成喹恶啉第4张

底物考察

General Procedure

1,2-Diamine/2-nitroaniline (0.5 mmol), vicinal diol (1.0 mmol; 1.5mmol for 2-nitroaniline), anhydrous NiBr₂/L2(phen) (5 mol%; 3 mol% for 2-nitroaniline), CsOH.H₂O (0.375 mmol; 0.2 mmol for 2-nitroaniline) and 2 mL toluene were taken in a pressure tube and sealed it under argon atmosphere. Then, the tube was placed in a preheated oil bath (150 °C) and refluxed for 24 h. The reaction mixture was cooled and 8 mL water was added to the mixture. After that, the organic part was extracted with EA (3x8 mL). The combined organic part was dried over anhydrous Na₂SO₄ and solvent was evaporated under reducedpressure. The final product was purified by silica gel column chromatographyusing EA/hexane as eluent.

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