Photoredox Neutral Decarboxylative Hydroxyalkylations of Heteroarenes with α-Keto Acids

J Org Chem. 2022 Mar 18;87(6):4168-4182. doi: 10.1021/acs.joc.1c03007. Epub 2022 Feb 25.

Abstract

Photoredox neutral decarboxylative hydroxyalkylations of heteroarenes with α-keto acids under mild conditions are described. Stable and readily available α-keto acids were employed as hydroxyalkylating reagents with only CO2 released as the byproduct. A range of aromatic and aliphatic α-keto acids were successfully converted into hydroxyalkylated products with various heteroarenes. This transformation proceeded through a decarboxylation/Minisci addition/SCS sequence, generating a variety of valuable hydroxyalkylated heteroarenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Indicators and Reagents
  • Keto Acids*
  • Oxidation-Reduction

Substances

  • Indicators and Reagents
  • Keto Acids