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Tris(4-bromophenyl)aminium Hexachloroantimonate-Initiated Oxidative Povarov-Type Reaction between Glycine Esters and (Cyclopropylidenemethyl)benzenes Using the Counterion as a Chlorine Donor.

Yuan YuanShuwei ZhangZheng SunYichun SuQiyuan MaYu YuanXiaodong Jia
Published in: Organic letters (2020)
A tris(4-bromophenyl)aminium hexachloroantimonate-initiated oxidative Povarov-type reaction between glycines and methylenecyclopropanes was realized in the presence of dioxygen, in which the counterion, SbCl6-, served as a chlorine atom donor, enabling the synthesis of a series of chlorinated quinolines in high yields. The mechanistic study showed that the chlorination step might be related to antimony chloride via a radical chlorine atom transfer.
Keyphrases
  • drinking water
  • electron transfer
  • molecular dynamics
  • mass spectrometry