Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates

Hai Jun Tang, Xinggui Zhang, Yu Feng Zhang, Chao Feng

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.

Original languageEnglish
Pages (from-to)5242-5247
Number of pages6
JournalAngewandte Chemie - International Edition
Volume59
Issue number13
DOIs
StatePublished - 23 Mar 2020

Keywords

  • allenoates
  • arylation
  • fluorination
  • gold
  • redox catalysis

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