lithium chloride in N,N-dimethyl-formamide Heating;

in benzene Heating;

1.1: 96 percent / NaBH4; CeCl3 / methanol / 1.5 h / 0 °C 2.1: Burgess reagent / tetrahydrofuran / 1 h / 0 - 20 °C 2.2: p-chloranil / tetrahydrofuran / 24 h / 20 °C 3.1: 92 percent / poly(methylhydrosiloxane); K3PO4; dpdb / Pd(OAc)2 / tetrahydrofuran / 12 h / 80 °C View Scheme