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Electrochemical Oxidative Oxydihalogenation of Alkynes for the Synthesis of α,α-Dihaloketones

  • Xiangtai Meng
    Xiangtai Meng
    Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, P. R. China
    More by Xiangtai Meng
  • , 
  • Yu Zhang
    Yu Zhang
    Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, P. R. China
    More by Yu Zhang
    Orcidhttp://orcid.org/0000-0002-2614-5975
  • , 
  • Jinyue Luo
    Jinyue Luo
    Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, P. R. China
    More by Jinyue Luo
  • , 
  • Fei Wang
    Fei Wang
    Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, P. R. China
    More by Fei Wang
  • , 
  • Xiaoji Cao
    Xiaoji Cao
    College of Chemical Engineering, Zhejiang University of Technology, 18 Chaowang Rd, Hangzhou, Zhejiang 310014, P. R. China
    More by Xiaoji Cao
  • , and 
  • Shenlin Huang*
    Shenlin Huang
    Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing Forestry University, Nanjing 210037, P. R. China
    *E-mail: [email protected]
    More by Shenlin Huang
    Orcidhttp://orcid.org/0000-0001-7322-6981
Cite this: Org. Lett. 2020, 22, 3, 1169–1174
Publication Date (Web):January 14, 2020
https://doi.org/10.1021/acs.orglett.0c00052
Copyright © 2020 American Chemical Society
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    Abstract

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    An electrochemical oxydihalogenation of alkynes has been developed for the first time. Using this sustainable protocol, a variety of α,α-dihaloketones can be prepared with readily available CHCl3, CH2Cl2, ClCH2CH2Cl, and CH2Br2 as the halogen source under electrochemical conditions at room temperature.

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