FeTPPCl/FeCl3Co-Catalyzed One-Pot Green Synthesis of α-Diaryl-β-alkynol Derivatives via Propargylic Carbocation Chemistry

  • Longlong Song
  • , Dan Ni
  • , Wangyujing Han
  • , Jie Tang
  • , Fan Yang
  • , Shunying Liu*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A green and highly efficient one-pot method for α-diaryl-β-alkynol derivatives in water at room temperature was developed using the cocatalysis of a Lewis acid and meso-tetraphenylporphyrin iron(III) chloride (FeTPPCl). The unprecedented transformation was promoted by a modulation of the charge properties of propargylic carbocation chemistry and the use of an in situ-generated oxonium ylide as a matching nucleophile. The reaction was performed in water at room temperature with a highly step-economic manipulation in good to excellent yields and with a broad substrate scope. Water also acts as the third reactant for the one-pot transformation. Notably, the FeTPPCl catalyst can be directly reused four times with a slight discount in yields.

Original languageEnglish
Pages (from-to)9306-9316
Number of pages11
JournalJournal of Organic Chemistry
Volume86
Issue number14
DOIs
StatePublished - 16 Jul 2021

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