高等学校化学学报 ›› 2022, Vol. 43 ›› Issue (8): 20220142.doi: 10.7503/cjcu20220142

• 有机化学 • 上一篇    下一篇

银催化2-烯基苯胺与苯并异噁唑的[5+1]环化反应

葛怡聪(), 聂万丽, 孙国峰, 陈稼轩, 田冲   

  1. 乐山师范学院新能源材料与化学学院, 天然产物化学与小分子催化四川省高校重点实验室, 乐山 614000
  • 收稿日期:2022-03-07 出版日期:2022-08-10 发布日期:2022-04-22
  • 通讯作者: 葛怡聪 E-mail:geyc@js.lsnu.edu.cn
  • 基金资助:
    国家自然科学基金(21542011);四川省科技厅计划项目(2020YJ0358);乐山师范学院科研项目(RC2021006)

Silver-catalyzed 5+1 Cyclization of 2-Vinylanilines with Benzisoxazoles

GE Yicong(), NIE Wanli, SUN Guofeng, CHEN Jiaxuan, TIAN Chong   

  1. Sichuan Province Key Laboratory of Natural Products and Small Molecule Synthesis,School of New Energy Materials and Chemistry,Leshan Normal University,Leshan 614000,China
  • Received:2022-03-07 Online:2022-08-10 Published:2022-04-22
  • Contact: GE Yicong E-mail:geyc@js.lsnu.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(21542011);the Science and Technology Department of Sichuan Province, China(2020YJ0358);the Scientific Research Fund of Leshan Normal University, China(RC2021006)

摘要:

利用廉价易得的2-胺基苯乙烯与苯并异噁唑在银催化下发生[5+1]串联环化反应, 以中等至优异的收率一步得到含有N,N-双齿螯合片段的2-喹啉基苯胺衍生物. 该方法具有宽泛的底物普适性、 较高的原子经济性和温和的反应条件等优势, 为合成这类具有广泛用途的N,N-双齿螯合分子提供了新的研究思路.

关键词: 2-烯基苯胺, 苯并异噁唑, [5+1]环化, 2-喹啉基苯胺, N,N-双齿螯合分子

Abstract:

A novel and facile silver-catalyzed [5+1] annulation reaction between 2-vinylanilines with benzisoxazoles was developed, resulting in the rapid formation of structurally diversified 2-quinolinylaniline derivatives containing NN-bidentate chelating skeleton in moderate to excellent yields. This protocol features broad substrate scope, high atom-economy, mild reaction conditions and so forth, which provides a new idea for the synthesis of NN-bidentate chelating molecules widely used.

Key words: 2-Vinylaniline, Benzisoxazole, [5+1] Cyclization, 2-Quinolinylaniline, N, N-Bidentate chelating molecule

中图分类号: 

TrendMD: