有机化学 ›› 2023, Vol. 43 ›› Issue (11): 3861-3875.DOI: 10.6023/cjoc202304025 上一篇    下一篇

综述与进展

酰基镍作为关键中间体参与的酰基还原制备酮的研究进展

齐云鹏a†, 林登凯b†, 陈良安b,*()   

  1. a 伊犁师范大学化学与环境科学学院 新疆普通高等学校天然产物化学与应用重点实验室 污染物化学与环境治理重点实验室 新疆伊宁 835000
    b 南京师范大学化学与材料科学学院 南京 210023
  • 收稿日期:2023-04-19 修回日期:2023-06-01 发布日期:2023-06-13
  • 作者简介:
    共同第一作者
  • 基金资助:
    国家自然科学基金(22071111); 伊犁师范大学科研(2023YSYB009)

Research Progress on Reductive Acylation with Acyl-Ni as a Key Intermediate to Synthesize Ketones

Yunpeng Qia†, Dengkai Linb†, Liang-An Chenb()   

  1. a University and College Key Lab of Natural Product Chemistry and Application in Xinjiang, Key Laboratory of Pollutant Chemistry and Enviromental Treatment, School of Chemistry and Environmental Science, Yili Normal University, Yining, Xinjiang 835000
    b School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023
  • Received:2023-04-19 Revised:2023-06-01 Published:2023-06-13
  • Contact: E-mail: lachen@njnu.edu.cn
  • About author:
    These authors contributed equally to this work.
  • Supported by:
    National Natural Science Foundation of China(22071111); Yili Normal University Scientific Research Project(2023YSYB009)

酰基镍是金属有机合成中的一类重要中间体, 近些年来, 以酰基镍为中间体的还原酰基化反应合成酮的策略引起了广泛地关注. 相较于金属亲核试剂参与的传统交叉偶联反应, 还原酰基化反应具有条件温和、步骤经济性高、官能团兼容性良好、环境友好等优点. 对近些年来镍催化羧酸或羧酸衍生物和各种亲电试剂的还原酰基化合成酮的最新研究进行了概述.

关键词: 酰基镍, 还原酰化, 镍催化, 酮, 亲电试剂

Acyl-Ni has emerged as an important synthetic intermediate in organic synthesis. In recent years, a strategy for the synthesis of ketones with acyl-Ni species as a key intermediate for synthesizing ketones has attracted broad attention. Compared with the traditional cross-coupling involving organometallic reagents, reductive acylation using the in situ generated acyl-Ni species with various carbon electrophiles exhibits many notable advantages, such as mild conditions, high step economy, widely functional group tolerance, and environmentally friendly. This review focuses on the recent advances in Ni-catalyzed reductive acylation of various carbon electrophiles with a broad range of carboxylic acids or carboxylic acid derivatives.

Key words: acyl nickel, reductive acylation, nickel catalysis, ketones, electrophiles