大学化学 >> 2022, Vol. 37 >> Issue (7): 2109039.doi: 10.3866/PKU.DXHX202109039

化学实验 上一篇    下一篇

紫外光诱导1-甲基-2-苯基吲哚啉的合成与表征——国家自然科学基金项目转化的综合型微量有机化学实验

李冰, 赵馨鑫, 夏吾炯, 杜耘辰(), 韩喜江()   

  • 收稿日期:2021-09-10 录用日期:2021-11-22 发布日期:2021-12-14
  • 通讯作者: 杜耘辰,韩喜江 E-mail:yunchendu@hit.edu.cn;hanxijiang@hit.edu.cn
  • 作者简介:Email: hanxijiang@hit.edu.cn (韩喜江)
    Email: yunchendu@hit.edu.cn (杜耘辰)
  • 基金资助:
    国家自然科学基金(21672047)

Synthesis and Characterization of 1-Methyl-2-phenylindolin Induced by UV light: A Comprehensive Organic Micro Chemistry Experiment Converted from NSFC Research

Bing Li, Xinxin Zhao, Wujiong Xia, Yunchen Du(), Xijiang Han()   

  • Received:2021-09-10 Accepted:2021-11-22 Published:2021-12-14
  • Contact: Yunchen Du,Xijiang Han E-mail:yunchendu@hit.edu.cn;hanxijiang@hit.edu.cn

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摘要：

光化学反应是近年来备受青睐的有机合成策略之一，以吲哚啉杂环为骨架的化合物具有多样生物活性，如抗真菌、灭杀害虫、治疗代谢疾病药物等。基于课题组在自然科学基金项目研究中开创的一种绿色光化学吲哚啉合成方法，将部分研究成果设计转化为一个环保型的微量有机化学实验，即在光照下引发苯乙烯和N-甲基邻碘苯胺发生[3 + 2]自由基环合反应合成1-甲基-2-苯基吲哚啉。将前沿科研成果引入本科生实验教学，既丰富了实验教学内容，又提高了实验教学层次，同时也有助于学生树立“绿色化学”理念，拓宽知识体系。

关键词: 紫外光化学, 吲哚啉, 绿色化学, 本科实验教学

Abstract:

Organic photochemical reactions have attracted significant attention in recent years. Compounds based on the skeleton of indoline heterocyclic rings have shown various biological activities, such as antifungal, pest control, and medicinal activities for metabolic diseases. In the research of NSFC, we developed a new environmentally friendly method to synthesize indoline derivatives. Based on the results obtained from an organic micro chemical experiment, the synthesis of 1-methyl-2-phenyl indoline with styrene and 2-iodo-N-methylaniline was proposed through [3 + 2] radical cyclization induced by light. By introducing the latest scientific research findings into experimental teaching, the content and level can be enriched, and thus, we can help students establish the concept of green chemistry and environmental awareness, as well as effectively expand their knowledge.

Key words: UV-light chemistry, Indoline, Green chemistry, Laboratory teaching