有机化学 ›› 2017, Vol. 37 ›› Issue (6): 1433-1442.DOI: 10.6023/cjoc201612038 上一篇    下一篇

研究论文

一锅法合成多取代色酮并双环吡啶类化合物

陈亮, 王保取, 赵宇澄, 严胜骄, 林军   

  1. 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
  • 收稿日期:2016-12-12 修回日期:2017-01-21 出版日期:2017-06-25 发布日期:2017-02-20
  • 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.U1202221,21362042,21262042,21662042)、云南省后备人才(No.2012HB001)、云南大学青年英才计划(No.XT412003)资助项目.

One-Pot Synthesis of Multisubstituted Chromone-Fused Bicyclic Pyridine Compounds

Chen Liang, Wang Baoqu, Zhao Yucheng, Yan Shengjiao, Lin Jun   

  1. Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science andTechnology, Yunnan University, Kunming 650091
  • Received:2016-12-12 Revised:2017-01-21 Online:2017-06-25 Published:2017-02-20
  • Contact: 10.6023/cjoc201612038 E-mail:yansj@ynu.edu.cn;linjun@ynu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. U1202221, 21362042, 21262042, 21662042), the Talent Found in Yunnan Province (No. 2012HB001), and the Excellent Young Talents of Yunnan University (No. XT412003).

建立了一种简捷、绿色合成多取代色酮并双环吡啶类化合物的合成方法.该方法是利用色酮-3-甲醛1N-苄基硝基烯酮缩胺(NBNKAs,2)在乙醇中反应,一步合成色酮并双环吡啶化合物.通过直接抽滤得目标产物3,无需额外的后处理操作.该方法具有合成成本低,反应溶剂生物相容性好,反应条件温和,原子经济性,高产率(93~98%)及产物具有潜在的生物活性等显著优势.

关键词: 环境友好, 原子经济, 无催化剂, 咪唑并吡啶, 新烟碱类

A concise and environment friendly route for the synthesis of multisubstituted chromone-fused bicyclic pyridine compounds via one-step reaction of chromone-3-carboxaldehyde 1 and N-benzyl nitro ketene aminals (NBNKAs, 2) in ethanol media has been developed. The targeted compounds 3 can efficiently obtain by filter without extra post-treatment. The reaction is particularly attractive due to following features: low-cost and biocompatibility solvent, mild temperature, atom economy, high yields, and potential biological activity.

Key words: environment friendly, atom economy, catalyst-free, bicyclic pyridine, neonicotinoids