One-Pot Formal Dehydrogenative Ketone Synthesis from Aldehydes and Non-activated Hydrocarbons

Chem Pharm Bull (Tokyo). 2020 Apr 1;68(4):336-338. doi: 10.1248/cpb.c20-00075. Epub 2020 Feb 19.

Abstract

Ketones are a fundamental functionality found throughout a range of natural and synthetic compounds, making their synthesis essential throughout the chemical disciplines. Herein, we describe a one-pot synthesis of ketones via decatungstate-mediated formal dehydrogenative coupling between aldehydes and non-activated hydrocarbons. A variety of substituted benzaldehydes and cycloalkanes could be used in the optimized reaction to produce the desired ketones in moderate yields. The decatungstate photocatalyst functions in two reactions in this synthesis, catalyzing both the coupling and oxidation steps of the process. Notably, the reaction displays both high atom economy and sustainability, as it uses light and oxygen as key energy sources.

Keywords: C–H activation; ketone synthesis; one-pot reaction; photo catalysis.

MeSH terms

  • Aldehydes / chemistry*
  • Hydrocarbons / chemistry*
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Molecular Structure

Substances

  • Aldehydes
  • Hydrocarbons
  • Ketones