pyridine in benzene T=25°C; 2 h;

1: 80 percent / H2, chinolin / Lindlar catalyst (Pd/PbO2 on CaCO3) / petroleum ether 2: 57 percent / s-butyllithium, fluorodimethoxyboran, H2O2, NaOH / tetrahydrofuran 3: 82 percent / pyridin / benzene / 2 h / 25 °C View Scheme

1: 57 percent / s-butyllithium, fluorodimethoxyboran, H2O2, NaOH / tetrahydrofuran 2: 82 percent / pyridin / benzene / 2 h / 25 °C View Scheme