Radical carboxylations of iodoalkanes and saturated alcohols using carbon monoxide

摘要

This review covers two radical carboxylation methods using carbonmonoxide, both of which were developed by our group. The firstmethod, atom transfer carbonylation, converts alkyl iodides intocarboxylic acid esters or amides and the second method, remotecarboxylation, converts saturated alcohols into δ-lactones. Bothmethods rely upon radical carbonylation chemistry to introduce carbonmon- oxide, but the key steps are conceptually different. The firstmethod utilizes an atom transfer reaction from an alkyl iodide to anacyl radical leading to an acyl iodide and the latter employs aone-electron oxidation reaction to convert an acyl radical into anacyl cation.