Scheme 2. Alternative synthesis of 3,5,6,8-tetrasubstituted quinoline core.
Reagents and conditions: (a) (2-methoxy-3-pyridyl)boronic acid, Pd(PPh3)4, Na2CO3, MeOH, CH2Cl2, 115 °C, 54%; (b) Br2, 2-bromoprop-2-enal, AcOH, 100 °C, 27%.
Reagents and conditions: (a) (2-methoxy-3-pyridyl)boronic acid, Pd(PPh3)4, Na2CO3, MeOH, CH2Cl2, 115 °C, 54%; (b) Br2, 2-bromoprop-2-enal, AcOH, 100 °C, 27%.