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CBr4 as a Halogen Bond Donor Catalyst for the Selective Activation of Benzaldehydes to Synthesize α,β-Unsaturated Ketones.

Imran KaziSomraj GuhaGovindasamy Sekar
Published in: Organic letters (2017)
CBr4 has been employed as a halogen bond donor catalyst for the selective activation of aldehyde, to achieve an efficient solvent- and metal-free C═C bond forming reaction in the presence of strong acid sensitive groups such as methoxy, cyanide, ester, and ketal for the synthesis of α,β-unsaturated ketones. This unique capability of CBr4 to act as a halogen bond donor has been explored and established using UV-vis as well as IR spectroscopy. Moreover, this unprecedented methodology enables the synthesis of the pharmaceutically important molecule licochalcone A.
Keyphrases
  • ionic liquid
  • room temperature
  • transition metal
  • highly efficient
  • reduced graphene oxide
  • high resolution
  • electron transfer
  • metal organic framework
  • carbon dioxide
  • visible light
  • solid state