大学化学 >> 2017, Vol. 32 >> Issue (6): 1-12.doi: 10.3866/PKU.DXHX201702018

今日化学 上一篇    下一篇

过渡金属催化的酰胺C-N键活化

陈天阳,张文雄*()   

  • 发布日期:2017-06-03
  • 通讯作者: 张文雄 E-mail:wx_zhang@pku.edu.cn
  • 基金资助:
    国家自然科学基金(21372014);国家自然科学基金(21572005)

Transition-Metal-Catalyzed Cleavage of Amide C-N Bonds

Tian-Yang CHEN,Wen-Xiong ZHANG*()   

  • Published:2017-06-03
  • Contact: Wen-Xiong ZHANG E-mail:wx_zhang@pku.edu.cn
  • Supported by:
    国家自然科学基金(21372014);国家自然科学基金(21572005)

摘要:

过渡金属催化的酰胺C-N键活化已成为有机化学和金属有机化学热门的研究领域之一。酰胺中羰基C-N键的切断可分为5种不同模式:1)氧化加成反应;2)形成季铵盐后的酰基转移反应;3)质子解反应;4)氢化反应;5)脱羧反应。而酰胺非羰基C-N键的切断可分为4种不同模式:1)氧化加成反应;2)亲核取代反应;3)形成亚胺或亚胺盐;4)β-氨基消除反应。本文综述了近年来过渡金属催化的酰胺中羰基C-N键和非羰基C-N键的不同切断模式。

关键词: 酰胺, C-N键切断, 过渡金属催化

Abstract:

Transition-metal-catalyzed cleavage of amide C-N bonds has become one of the hot fields of organic chemistry and organometallic chemistry. The cleavage of amide carbonyl C-N bonds catalyzed by transition-metal catalysts can be mainly classified into five pathways: i) via oxidative addition, ii) via acyl migration in ammonium species, iii) via protonolysis, iv) via hydrogenation, and v) via decarboxylation. Transition-metal-catalyzed cleavage of amide non-carbonyl C-N bonds can be divided into four classes: i) via oxidative addition, ii) via nucleophilic attack, iii) via imine or iminium species, and iv) via β-amino elimination. This review briefly summarized the different modes of transition-metal-catalyzed cleavage of amide carbonyl and non-carbonyl C-N bonds in recent years.

Key words: Amides, Cleavage of C-N bonds, Transition-metal catalysis

MSC2000: 

  • G64