| The biaryl framework compounds of 2-arylindoles extensively exist in various pharmaceutical molecules.In this thesis,a variety of N-pyrimidine indoles contaning different substituents were synthesized,Co-catalyzed C(sp~2)-H bond C2 arylation of indoles with boronic acids had been achieved and 2-arylindoles were produced.A wide range of substrates including electron-donating and electron-withdrawing groups were well tolerated in the system.In addition,a possible reaction mechanism was proposed based on the experiments.The main research contents were shown as follows:1.Synthesis of N-pyrimidine Indoles with Various Substituents 1N-pyrimidine Indoles 1 were obtained by the reaction of indoles with 2-chloropyrimidine in the presence of Na H(Scheme 1).2.Cobalt-Catalyzed C(sp~2)-H Bonds Arylation of IndolesBy using N-pyrimidine indole(1a)and phenylboronic acid(2a)as the model substrates,the reaction conditions were screened and the optimized conditions contained: Co(acac)2(20 mol%)as the catalyst,Mn(OAc)2.4H2 O as the oxidant(0.4 mmol),The reaction mixture was stirred at 60 °C for 12 h in HFIP(1.0 m L).Under the optimized condition,arylated productes were obtained with the yields from 20% to 97%(Scheme 2).In addition,a possible reaction mechanism was proposed based on the experiments. |
