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Transition metal-catalyzed conversion of aldehydes to ketones

Journal

CHINESE CHEMICAL LETTERS
Volume 33, Issue 3, Pages 1207-1226

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2021.08.112

Keywords

Homogeneous catalysis; Transition metal catalysis; Direct conversion; Ketone synthesis; C-H bond functionalization

Funding

  1. National Natural Science Foundation of China [21801206]
  2. Chunhui Program of Ministry of Education of China [5180210003]
  3. Program for Young Talents of Shaanxi Province [5113190023]
  4. Department of Science & Technology of Shannxi Province [2020GXLH-Z-015]
  5. Northwestern Polytechnical University [2020GXLH-Z-015]
  6. Science, Technology and Innovation Commission of Shenzhen [JCYJ20190809160211372]
  7. Ao'xiang Overseas Scholars Program of NPU
  8. Fundamental Research Funds for the Central Universities

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This article summarizes various mechanisms and reaction conditions for the transition metal-catalyzed conversion of aldehydes to ketones.
Ketones are one of the most important classes of organic compounds, and widely present in various pharmacological compounds, biologically active molecules and functional materials. Over the past few decades, transition metal-catalyzed conversion of aldehydes has been found to be a powerful method. With the continuous development in recent years, it has become an efficient and uncomplicated strategy for constructing ketones. There are four major mechanisms for transition metal-catalyzed ketone synthesis from aldehyde: (1) carbonyl-Heck reaction, that is 1,2-insertion of organometal species to aldehydic C=O double bond, (2) direct insertion of transition metal catalysts to aldehydic C-H bond, (3) aldehyde as acyl radical, (4) aldehyde as carbon radical acceptor. This article summarizes related reports on the transformations of aldehydes to generate corresponding ketones under different reaction conditions. (C) 2021 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

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