Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (11): 3945-3959.DOI: 10.6023/cjoc202304012 Previous Articles     Next Articles


孙美娇, 谭晶*(), 谭玉(), 彭进松*(), 陈春霞*()   

  1. 东北林业大学化学化工与资源利用学院 哈尔滨 150040
  • 收稿日期:2023-04-09 修回日期:2023-05-24 发布日期:2023-07-05
  • 基金资助:
    黑龙江省自然科学基金(LH2022B003); 高等学校学科创新引智计划(111计划)(B20088)

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

Meijiao Sun, Jing Tan(), Yu Tan(), Jinsong Peng(), Chunxia Chen()   

  1. College of Chemistry, Chemical Engineering and Resource Utilization, Northeast Forestry University, Harbin 150040
  • Received:2023-04-09 Revised:2023-05-24 Published:2023-07-05
  • Contact: E-mail:;
  • Supported by:
    Natural Science Foundation of Heilongjiang Province(LH2022B003); the Programme of Introducing Talents of Discipline to Universities (111 Project)(B20088)

Using N-methyl-3-(2-aminopyrimidin-4-yl)indole derivatives and aryl iodides as starting materials, palladium- catalyzed 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.

Key words: palladium-catalysis, C—H bond activation, arylation, pyrimidine directing group, indole derivatives