大学化学 >> 2025, Vol. 40 >> Issue (4): 359-366.doi: 10.12461/PKU.DXHX202406107

所属专题: 有机电化学

化学实验 上一篇    下一篇

N-酰基磺酰胺的电化学去芳香螺环化创新实验

林彩霞, 刘婷, 施兆江, 晏宏, 叶克印, 袁耀锋   

  1. 福州大学化学学院, 福州 350108
  • 收稿日期:2024-06-25 录用日期:2024-09-19 发布日期:2025-04-25
  • 通讯作者: 叶克印, 袁耀锋 E-mail:kyye@fzu.edu.cn;yaofeng_yuan@fzu.edu.cn
  • 基金资助:
    教育部2022年度基础学科拔尖计划2.0研究课题(20222114);福州大学研究生教育教学改革精品课程建设项目(0480-00489503)

Innovative Experiment of Electrochemical Dearomative Spirocyclization of N-Acyl Sulfonamides

Caixia Lin, Ting Liu, Zhaojiang Shi, Hong Yan, Keyin Ye, Yaofeng Yuan   

  1. College of Chemistry, Fuzhou University, Fuzhou 350108, China
  • Received:2024-06-25 Accepted:2024-09-19 Published:2025-04-25
  • Contact: Keyin Ye, Yaofeng Yuan E-mail:kyye@fzu.edu.cn;yaofeng_yuan@fzu.edu.cn

摘要: 螺环化合物因其独特的三维结构和生物活性而备受关注,广泛应用于药物设计和有机合成中。传统螺环化合物的合成需要采用化学计量的氧化剂,条件苛刻且步骤繁琐。本实验以N-酰基磺酰胺为原料,通过电化学氧化即可合成去芳香化的螺环化合物,反应绿色高效。实验教学中,学生将学习电化学合成的基本原理,掌握电化学合成的操作技巧,并理解电化学脱芳香螺环化的合成原理。通过引导学生探究实验机理,理论与实践相结合提高学生的实验技能和科学探究能力,同时培养学生对绿色化学和可持续合成方法的认识。

关键词: 电化学合成, N-酰基磺酰胺, 去芳香螺环化, 实验教学

Abstract: Spiro compounds are of great interest in drug design and organic synthesis due to their unique three-dimensional structures and biological activities. Traditional methods for synthesizing spiro compounds often involve the use of stoichiometric oxidants, which can be harsh and complicated. In this experiment, dearomative spirocyclization of N-acyl sulfonamides is achieved efficiently and in an environmentally friendly manner through electrochemical oxidation. During the experimental course, students will learn the fundamental principles of electrochemical synthesis, acquire operational skills, and gain an understanding of the synthetic mechanisms involved in electrochemical dearomative spirocyclization. By guiding students to explore the experimental mechanisms and integrating theoretical knowledge with practical application, this approach enhances their experimental skills and scientific inquiry abilities while fostering an appreciation for green chemistry and sustainable synthesis methods.

Key words: Electrochemical synthesis, N-Acyl sulfonamides, Dearomative spirocyclization, Experiment teaching