4.3 Article

K2S2O8-MEDIATED DIFUNCTIONALIZATION OF CC BONDS IN WATER: A SIMPLE AND EFFICIENT APPROACH TO α,α-DIHALOACETOPHENONES FROM PHENYLACETYLENES AND NaX

Journal

SYNTHETIC COMMUNICATIONS
Volume 44, Issue 21, Pages 3130-3138

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2014.928938

Keywords

alpha,alpha-Dihaloacetophenones; oxyhalogenation; persulfate salts; phenylacetylenes; water

Funding

  1. National Natural Science Foundation of China [21372068, J1210040, J1103312]
  2. Presidential Scholarship for Doctoral Students, Hunan University

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A novel K2S2O8-mediated oxy-1,1-dihalogenation of alkynes with NaX in the presence of water has been developed, affording alpha,alpha-dihaloacetophenones in moderate to good yields. The advantages of this reaction are mild reaction conditions, operational simplicity, and use of pure water as reaction medium. A plausible reaction mechanism is proposed on the basis of mechanistic studies.

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