有机化学 ›› 2021, Vol. 41 ›› Issue (8): 3073-3082.DOI: 10.6023/cjoc202104059 上一篇    下一篇

所属专题: 热点论文虚拟合集

研究论文

钯催化串联Heck环化反应制备氮杂桥环化合物

李曼, 汪颖, 徐允河*()   

  1. 中国科学技术大学化学与材料科学学院 合肥 230026
  • 收稿日期:2021-04-29 修回日期:2021-05-11 发布日期:2021-05-25
  • 通讯作者: 徐允河
  • 基金资助:
    国家自然科学基金(21871240); 中央高校基本科研业务费专项资金(WK2060000017)

Palladium-Catalyzed Tandem Heck Cyclization Reactions to Access the Bridged N-Heterocyclic Compounds

Man Li, Ying Wang, Yunhe Xu()   

  1. Department of Chemistry, University of Science and Technology of China, Hefei 230026
  • Received:2021-04-29 Revised:2021-05-11 Published:2021-05-25
  • Contact: Yunhe Xu
  • Supported by:
    National Natural Science Foundation of China(21871240); Fundamental Research Funds for the Central Universities(WK2060000017)

报道了一种钯催化分子内Heck环化串联反应. 该反应使用3-取代保护的吲哚酰胺衍生物作为原料, 碘化钯作为催化剂, 4-(二甲氨基)三苯基膦作为配体, 在乙腈和甲苯混合溶剂中发生串联反应, 以优良的收率合成了氮杂桥环化合物. 该反应具有良好的官能团兼容性和较高的合成效率, 为“一锅法”构建稠环化合物提供了一种简便的方法.

关键词: 钯催化剂, 分子内Heck串联环化反应, 氮杂桥环化合物, 一锅法

Palladium-catalyzed intramolecular Heck tandem cyclization reactions were developed. With palladium iodide as a catalyst and 4-(dimethylamino)triphenylphosphine as a ligand, 3-substituted indoleamide derivatives were converted to bridged N-heterocyclic products in good yields under simple reaction conditions. The tandem reactions are featured by efficient construction of fused ring compounds in one pot and good functional group compatibility.

Key words: palladium catalyst, intramolecular Heck cyclization, bridged N-heterocyclic compound