大学化学 >> 2026, Vol. 41 >> Issue (9): 162-172.doi: 10.12461/PKU.DXHX202508027

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双环[1.1.0]丁烷合成策略的研究进展

卫柏同, 朱荣秀, 徐政虎   

  1. 山东大学化学与化工学院, 山东 济南 250100
  • 收稿日期:2025-08-05 录用日期:2025-09-30 发布日期:2026-09-01
  • 通讯作者: 朱荣秀, 徐政虎 E-mail:rxzhu@sdu.edu.cn;xuzh@sdu.edu.cn Rongxiu Zhu, Zhenghu Xu
  • 基金资助:
    山东省自然科学基金(ZR2023MB072)；山东大学教育教学改革研究项目(2023Y061,2024Z07)

Advances in the synthetic strategies of bicyclo[1.1.0]butane

Baitong Wei, Rongxiu Zhu, Zhenghu Xu   

  1. School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, Shandong Province, China
  • Received:2025-08-05 Accepted:2025-09-30 Published:2026-09-01
  • Contact: Rongxiu Zhu, Zhenghu Xu E-mail:rxzhu@sdu.edu.cn;xuzh@sdu.edu.cn

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摘要： 双环[1.1.0]丁烷(Bicyclo[1.1.0]butane，BCB)是碳原子最少的桥环化合物之一，具有高环张力和独特反应性，是一类构建功能化小分子的重要有机物，在药物化学、合成化学等领域引发广泛关注。本文系统梳理了BCBs的主要合成策略，按反应类型将其归纳为取代反应、插入反应和重排反应三大类，涵盖了从经典方法到最新研究的代表性案例。各类合成方法展现出构建路径的多样性与策略设计的创新性，有助于激发学生的学习兴趣与结构思维。本文旨在作为教材知识与前沿研究之间的桥梁，为有机合成课程教学与科研训练提供参考与拓展素材，并通过精选的典型案例，帮助课堂教学实现难点突破与思维训练。

关键词: 双环[1.1.0]丁烷, 有机合成, 有机合成教学

Abstract: Bicyclo[1.1.0]butane (BCB), one of the smallest bridged-ring compounds, possesses remarkable ring strain and distinctive reactivity. As a valuable organic scaffold for constructing functionalized small molecules, BCB has garnered significant attention in both medicinal and synthetic chemistry. This review systematically summarizes the principal synthetic approaches to BCBs, classifying them into three categories: substitution reactions, insertion reactions, and rearrangement reactions. The discussion encompasses representative methodologies from classical procedures to cutting-edge developments. These synthetic strategies demonstrate diverse construction pathways and innovative design concepts, which can stimulate students' interest and enhance their structural thinking. Serving as a bridge between textbook knowledge and frontier research, this work provides valuable reference materials for organic synthesis education and research training and presents selected case studies to facilitate the overcoming of teaching challenges and the cultivation of critical thinking skills in classroom settings.

Key words: Bicyclo[1.1.0]butane, Organic synthesis, Organic synthesis education