Catalysis

Catalytic Sulfone Upgrading Reaction with Alcohols via Ru(II)

Authors

Abstract

Sulfones and sulfonamides with an α-CH bond can be easily alkylated by aliphatic alcohols to add the carbon skeleton of the alcohol via a one-step, Ru(II) catalyzed redox neutral reaction. The reaction requires a sub-stoichiometric amount of base and produces only water as a byproduct. A number of pharmaceutically relevant functional groups such as piperidine, morpholine, etc. are well tolerated under the reaction conditions to give higher value-added products in one step from widely available substrates. The reaction proceeds through a sulfone carbanion addition to an in-situ generated aldehyde formed via catalytic dehydrogenation and subsequent catalyst mediated replacement of the secondary alcohol by hydrogen.

Content

Thumbnail image of ChemRxiv Khaskin Linear Sulfone.pdf

Supplementary material

Thumbnail image of SI Khaskin ChemRxiv.pdf
SI Khaskin ChemRxiv