Electrochemical Decarboxylative Alkoxy-alkoxycarbonylation of Alkenes

Abstract

A method is presented for decarboxylative alkoxy− alkoxycarbonylation of various alkenes with alcohols by electrochemical anodic oxidation of monopotassium ethyloxalate salts with good functional group compatibility. The reaction involves anodic oxidation to form an acyl radical, followed by addition to an olefin to yield a new alkyl radical, which is anodically oxidized to a carbon cation and captured by alcohols to afford β-alkoxyalkanoates. Adding catalytic amounts of ammonium iodide enhanced the efficiency of the reactions.

Electrochemical Oxidative Sulfonylation–Azidation of Alkenes

“…Nowadays, electrochemical synthetic strategies have attracted widespread attentions and present the excellent prospect and potential of difunctionalization of alkenes, including the formation of new chemical bonds such as C–O, , C–S, ,, C–C, , C–N, ,, and C–Se ,, bonds. In these strategies electrons could interact with substrates directly at the anode or cathode, thereby avoiding the demand for metal catalysts or exogenous oxidants . Meanwhile, the target reaction can be carried out efficiently and be tolerant to a wide range of substrates .…”