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

被引：7
作者：
Zhang, Zhenlei [1 ]
Yang, Jiusi [1 ]
Wu, Kairui [1 ]
Yu, Renjie [1 ]
Bu, Jiping [1 ]
Huang, Zijun [1 ]
Li, Shaoke [1 ]
Ma, Xiantao [2 ]
机构：
[1] Fuyang Normal Univ, Engn Res Ctr Biomass Convers & Pollut Prevent, Sch Chem & Mat Engn, Anhui Educ Inst, Fuyang 236037, Anhui, Peoples R China
[2] Xinyang Normal Univ, Coll Chem & Chem Engn, Green Catalysis & Synth Key Lab Xinyang City, Xinyang 464000, Henan, Peoples R China
来源：
TETRAHEDRON LETTERS | 2022年 / 88卷
基金：
中国国家自然科学基金;
关键词：
alpha; alpha-Dihaloacetophenones; N; N-Dimethyl enaminone; Electrosynthesis; Green chemistry; ELECTROCHEMICAL SYNTHESIS; SELECTIVE PREPARATION; EFFICIENT SYNTHESIS; ALPHA; KETONES; ALKYNES; ELECTROSYNTHESIS; REDUCTION; AMBIENT; WATER;
D O I：
10.1016/j.tetlet.2021.153575
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
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页数：7
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