Radical carboxylations of iodoalkanes and saturated alcohols using carbon monoxide

摘要

This review covers two radical carboxylation methods using carbon monoxide, both of which were developed by our group. The first method, atom transfer carbonylation, converts alkyl iodides into carboxylic acid esters or amides and the second method, remote carboxylation, converts saturated alcohols into δ-lactones. Both methods rely upon radical carbonylation chemistry to introduce carbon mon- oxide, but the key steps are conceptually different. The first method utilizes an atom transfer reaction from an alkyl iodide to an acyl radical leading to an acyl iodide and the latter employs a one-electron oxidation reaction to convert an acyl radical into an acyl cation.