Login / Signup

α-Arylsulfonyloxyacrylates: attractive O -centered electrophiles for synthesis of α-substituted acrylates via Pd-catalysed Suzuki reactions.

Zhongya ZhangLi ZhangLinge HuaiZhentao WangYewen Fang
Published in: RSC advances (2023)
We herein report α-arylsulfonyloxyacrylates as a kind of useful and attractive O -centered electrophiles for Suzuki cross-coupling reactions. A range of α-(hetero)aryl substituted acrylates has been prepared via the palladium-catalysed C-C cross-coupling reactions between potassium (hetero)aryltrifluoroborates and α-arylsulfonyloxyacrylates. Moreover, α-arylsulfonyloxyacrylate could also react with B-alkyl-9-BBN to produce α-alkyl substituted acrylates. The synthetic application of this new method was demonstrated by the preparation of the intermediate for synthesis of retinoid X receptors-selective retinoids. These Suzuki reaction-based protocols feature broad substrate scope, generality, and mild reaction conditions.
Keyphrases
  • molecular docking
  • ionic liquid
  • machine learning
  • electron transfer
  • amino acid
  • reduced graphene oxide
  • simultaneous determination
  • solid phase extraction