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Visible-Light-Promoted Regioselective Hydroborylation of Ketene Dithioacetals with NHC-Boranes.

Yuanyuan AnXiaolong LiShuangshuang XiaYongchan JianFei WenZhenyu LiuJiaying HeYali ShenYubin Wang
Published in: The Journal of organic chemistry (2023)
NHC-boranes have been treated as a reliable source of boryl radicals. In this study, regioselective hydroborylation of ketene dithioacetals with NHC-borane was achieved under mild conditions via a visible-light-promoted radical chain process using thiophenol as a proton donor and hydrogen atom transfer. This protocol features a low-cost catalyst, good functional group tolerance, a relatively broad range of substrate scope, and good to excellent yields. Moreover, mechanism of this hydroborylation reaction was preliminarily studied.
Keyphrases
  • visible light
  • low cost
  • electron transfer
  • randomized controlled trial
  • ionic liquid
  • solid state