大学化学 >> 2022, Vol. 37 >> Issue (7): 2110063.doi: 10.3866/PKU.DXHX202110063

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可见光介导的sp3碳氢键官能团化

陈帅, 顾成奕涵, 朱成建, 谢劲()   

  • 收稿日期:2021-10-22 录用日期:2021-11-26 发布日期:2021-12-17
  • 通讯作者: 谢劲 E-mail:xie@nju.edu.cn
  • 作者简介:谢劲, Email: xie@nju.edu.cn
  • 基金资助:
    江苏省高等教育教改研究重中之重课题(2021JSJG027);南京大学“千”层次优质课程建设;基础学科拔尖学生培养试验计划

Visible Light Mediated C(sp3)-H Bond Functionalization

Shuai Chen, Yihan Gucheng, Chengjian Zhu, Jin Xie()   

  • Received:2021-10-22 Accepted:2021-11-26 Published:2021-12-17
  • Contact: Jin Xie E-mail:xie@nju.edu.cn

摘要:

可见光作为化学反应的能量来源,具有经济、洁净、节能等诸多优点,而且可见光氧化还原催化的反应与传统的加热反应相比,激发态下活化能相对更低。因此,可见光氧化还原催化的许多反应都可以在非常温和的反应条件下进行。近年来,sp3碳氢键的高选择性官能团化已成为有机合成化学前沿领域最具创造性的新策略之一。本文围绕着可见光催化的基本原理,介绍其催化的杂原子α-位、苄基位、烯丙位以及非活化位点等多种sp3碳氢键的官能团化反应,为天然产物和药物分子的后期官能团化修饰提供了一种强有力的策略。

关键词: 可见光, 碳氢活化, 自由基, 有机化学

Abstract:

As the energy source for chemical reactions, visible light has many advantages, such as cleanliness, low lost, and energy saving. Compared with the traditional thermal reactions, the organic reactions by means of visible light photoredox catalysis have relatively lower activation energy, and thus can be carried out under mild conditions. In recent years, selective functionalization of C(sp3)-H bond has been esteemed as one of the most creative emerging synthetic strategies in organic synthesis. In this paper, we briefly introduced the general principle of visible light photoredox catalysis and discussed the recent achievements of C(sp3)-H functionalization reactions involving α-C(sp3)-H adjacent to heteroatoms, benzylic C(sp3)-H, allylic C(sp3)-H and unreactive C(sp3)-H bonds, providing a robust synthetic strategy for the late-stage functionalization of natural products and pharmaceuticals.

Key words: Visible light, C-H activation, Radical, Organic chemistry

MSC2000: 

  • G64