连续流案例
Development and Scale-Up of a Continuous Aerobic Oxidative
Chan−Lam Coupling
Org. Process Res. Dev. 2019, 23, 1484−1498
案例一
化合物14和化合物邻甲基苯硼酸，在醋酸铜条件下，制备化合物15
实验操作
To the mixture of 2-methylphenylboronic acid (30.4 kg, 224mol), 14 (28.1 kg, 102mol), and pyridine (32.2 kg, 407 mol) in DMF (169 L) was added anhydrous Cu(OAc)2 (2.77 kg, 15.3mol), and the batch was stirred for 37 h at 25 °C under an atmosphere of air; then HPLC analysis indicated <3% 14 remained (HPLC method A).
参考文献
Org. Process Res. Dev. 2012, 16, 1818−1826
案例二
化合物2制备化合物3
实验操作
Acetonitrile (700 mL, 7 vol), copper(II) acetate (37.6 g, 0.5equiv), 2,2′-bipyridyl (32.3 g; 0.5 equiv), sodium carbonate (87.6 g, 2.0 equiv), 2 (100 g), and cyclopropylboronic acid(10.6 g, 0.3 equiv) were sequentially charged at rt under an atmosphere of 5% O2 in N2.
The resulting mixture was heated at 55 °C and vigorously agitated for 3 h while bubbling subsurface 5% O2 in N2 through the mixture. Four additional portions of CPBA (10.6 g, 0.3 equiv each) were charged every 3 to 4 h, and the progress of coupling was monitored by HPLC. Desired >98% conversion was typically reached after 16−24 h.
参考文献
Org. Process Res. Dev. 2014, 18, 520−527
