Tetrahedron letters2022,Vol.887.DOI:10.1016/j.tetlet.2021.153575

Access to alpha,alpha-dihaloacetophenones through anodic C=C bond cleavage in enaminones

Zhang, Zhenlei Yang, Jiusi Wu, Kairui Yu, Renjie Bu, Jiping Huang, Zijun Li, Shaoke Ma, Xiantao
Tetrahedron letters2022,Vol.887.DOI:10.1016/j.tetlet.2021.153575

Access to alpha,alpha-dihaloacetophenones through anodic C=C bond cleavage in enaminones

Zhang, Zhenlei 1Yang, Jiusi 1Wu, Kairui 1Yu, Renjie 1Bu, Jiping 1Huang, Zijun 1Li, Shaoke 1Ma, Xiantao2
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作者信息

  • 1. Fuyang Normal Univ
  • 2. Xinyang Normal Univ
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Abstract

We have developed a method to synthesize alpha,alpha-dihaloketones under electrochemical conditions. In this reaction, the Cl- or Br- is oxidized to Cl-2 or Br-2 at the anode, which undergoes two-step addition reactions with the N,N-dimethyl enaminone, and finally breaks C=C of the N,N-dimethyl enaminone to generate alpha,alpha-dihaloketones. The electrosynthesis reaction can be conveniently carried out in an undivided electrolytic cell at room temperature. In addition, various functional groups are compatible with this green protocol which can be applied simultaneously to the gram scale without significantly lower yield. (C) 2021 Elsevier Ltd. All rights reserved.

Key words

alpha/alpha-Dihaloacetophenones/N/N-Dimethyl enaminone/Electrosynthesis/Green chemistry/ELECTROCHEMICAL SYNTHESIS/SELECTIVE PREPARATION/EFFICIENT SYNTHESIS/ALPHA/KETONES/ALKYNES/ELECTROSYNTHESIS/REDUCTION/AMBIENT/WATER

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量5
参考文献量40
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