Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (8): 1754-1758.DOI: 10.6023/cjoc201503019 Previous Articles     Next Articles

NOTE

含氟双环吡啶类杂环化合物的“一步法”合成

彭美阳a, 杨瑞霞a, 刘昔敏a, 严胜骄a, 林军a,b   

  1. a 云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091;
    b 云南大学现代分析测试中心 昆明 650091
  • 收稿日期:2015-03-15 修回日期:2015-04-19 发布日期:2015-05-06
  • 通讯作者: 严胜骄, 林军 E-mail:yansj@ynu.edu.cn;linjun@ynu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. U1202221, 21362042, 21262042, 21162037)资助项目.

One Step Synthesis of Fluorine-Containing Bicyclicpyridine Compounds

Peng Meiyanga, Yang Ruixiaa, Liu Ximina, Yan Shengjiaoa, Lin Juna,b   

  1. a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091;
    b Modern Analytical Test Center, Yunnan University, Kunming 650091
  • Received:2015-03-15 Revised:2015-04-19 Published:2015-05-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. U1202221, 21362042, 21262042, 21162037).

In this work, one step synthesis of fluorine-containing bicyclic pyridine heterocyclic compounds protocol was established. This method based on the building blocks of β-dicarbonyl compound ethyl 4,4,4-trifluoro-3-oxobutanoate (2) or hexafluoropentane-2,4-dione (3), which reacted with heterocyclic ketene aminals 1 respectively under acetic acid as catalyst and 1,4-dioxane as the solvent. As a result, a series of new fluorinated pyridine compounds 4a~4e and 5a~5e have been synthesized, respectively. The reaction has the advantages of readily available starting materials, simple synthetic route, high yields and simple work-up procedures.

Key words: fluorine-containing, bicyclicpyridine, heterocyclic compounds, acetic acid