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Silver-catalyzed oxidative 1,2-alkyletherification of unactivated alkenes with α-bromoalkyl carbonyls: facile access to highly substituted 2,3-dihydrofurans.

Wen-Ting WeiMu-Jia LuoFan TengRen-Jie SongJin-Heng Li
Published in: Chemical communications (Cambridge, England) (2019)
A new, general silver-catalyzed oxidative 1,2-alkyletherification of unactivated olefinic ketones with primary, secondary and tertiary α-bromoalkyl carbonyls promoted by tert-butyl hydroperoxide (TBHP) and Et3N has been developed. Through the cooperative action of Ag2O, TBHP and Et3N, the reaction enables the construction of highly valuable quaternary-carbon-possessing 2,3-dihydrofuran frameworks using a concomitant intramolecular annulation strategy.
Keyphrases
  • gold nanoparticles
  • room temperature
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  • reduced graphene oxide
  • visible light
  • energy transfer
  • metal organic framework