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Cascade Ring-Opening Dual Halogenation of Cyclopropenones with Saturated Oxygen Heterocycles.

Wei-Hang MiaoWen-Xia GaoXiao-Bo HuangMiao-Chang LiuYun-Bing ZhouHua-Yue Wu
Published in: Organic letters (2021)
Represented is a CuX2- or I2-promoted ring-opening dual halogenation of cyclopropenones with saturated oxygen heterocycles, providing an efficient method for the synthesis of 3-haloacrylates. The ring-opening reaction enables the construction of two C-X (X = Cl, Br, or I) bonds and a C-O bond as well as the cleavage of two C-O bonds and a C-C bond in a single step. This protocol is highly atom economical, has an excellent substrate scope, and exhibits the ability for gram-scale reaction.
Keyphrases
  • electron transfer
  • transition metal
  • randomized controlled trial
  • gram negative
  • molecular dynamics
  • amino acid
  • structural basis