芳环上有给电子基团会降低反应产率，可能原因是富电子环境不利于Cu催化剂的氧化加成。
反应机理
反应操作
Under air atmosphere, quinazolinone 1 (0.5 mmol), amine 2 (0.6 mmol), DTBP (2.0 mmol, 292 mg), Cu(acac)2 (5 mol%, 6.5 mg) and DMF (5 mL) were added to 10 mL reaction tube. The mixture was stirred at 100 °C in oil bath for 10 h. After cooling to room temperature, the reaction was quenched with saturated NaCl solution and extracted with 30 mL EtOAc for three times. The organic layers were combined, dried over Na2SO4, filtered and evaporated under reduced pressure. The residues were purified by flash column chromatography (FCC) on silica gel to provide the products 3a-3u. The products were further identified by FTIR spectroscopy, NMR spectroscopy, and HRMS.
Under air atmosphere, heterocycle 1 (0.5 mmol), amine 2 (0.6 mmol), DTBP (2.0 mmol, 292 mg), Cu(acac)2 (5 mol%, 6.5 mg) and DMF (5 mL) were added to 10 mL reaction tube. The mixture was stirred at 100 °C in oil bath for 10 h. After cooling to room temperature, the reaction was quenched with saturated NaCl solution and extracted with 30 mL EtOAc for three times. The organic layers were combined, dried S10 over Na2SO4, filtered and evaporated under reduced pressure. The residues were purified by flash column chromatography (FCC) on silica gel to provide the products 4a-4u. The products were further identified by FTIR spectroscopy, NMR spectroscopy, and HRMS.
参考资料
Cu-Catalyzed Direct Amination of Cyclic Amides via C−OH Bond Activation Using DMF；Peng Chen, Kaixiu Luo, Xianglin Yu, Xu Yuan, Xiaoyu Liu, Jun Lin*, and Yi Jin*; Org. Lett. 2020, 22, 16, 6547–6551。
