钯催化3-(2-氨基嘧啶-4-基)吲哚2位C—H键芳基化反应的研究

Pd-Catalyzed C(2)—H Arylation of 3-(2-Aminopyrimidin-4-yl)indoles

以N-甲基-3-(2-氨基嘧啶-4-基)吲哚衍生物和碘代芳烃为起始原料,详细探讨了钯催化吲哚2位选择性C—H键活化/芳基化反应过程.以醋酸钯为催化剂,三苯基膦为配体,碳酸银为添加剂,碳酸钠为碱,在120℃下于1,4-二氧六环中反应24 h,可获得较高产率的2-芳基化吲哚衍生物.在此标准条件下,通过改变两种反应底物的结构,探究了该合成方法的适用范围与局限性,合成得到的系列吲哚衍生物经1H NMR、13C NMR和HRMS结构表征.

Using N-methyl-3-(2-aminopyrimidin-4-yl)indole derivatives and aryl iodides as starting materials,palladiumcatalyzed selective C—H bond activation/arylation at the C-2 position of indole was investigated in detail.With palladium acetate as the catalyst,triphenylphosphine as the ligand,silver carbonate as the additive and sodium carbonate as the base,various 2-arylindole products were obtained in high yields in 1,4-dioxane at 120℃for 24 h.Under these standard conditions,the scope and limitation of the synthetic method were explored by changing the structure of two substrates,and the synthesized indole derivatives were characterized by 1H NMR,13C NMR and HRMS spectra.