Litcius/Paper detail

Electroreduction of Aromatic Carboxylic Derivatives to Aldehydes

Yujia Chen, Pengfei Xie, Lei Zhang, Anzai Shi, Youai Qiu, Qi‐Lin Zhou

2025Journal of the American Chemical Society7 citationsDOI

Abstract

The selective electroreduction of aromatic carboxylic acid derivatives is widely recognized as a significant transformation in organic chemistry. However, achieving both selectivity and generality across a broad range of carboxylic acid derivatives remains challenging. Building on recent advances in selective electroreduction, we report an electrochemical method for the selective reduction of diverse aromatic carboxylic acids and their derivatives to aldehydes via a silicon-assisted electroreduction strategy with alternating current (AC) electrolysis. This protocol exhibits high chemoselectivity, a wide substrate scope, and good functional group compatibility under mild conditions, thus enabling the efficient synthesis of a diverse range of aromatic aldehydes. Mechanistic studies suggest the involvement of a ketyl radical intermediate, highlighting the critical role of silicon moieties in the formation of final aldehyde products.

Topics & Concepts

ChemistryAldehydeCarboxylic acidCombinatorial chemistryFunctional groupOrganic chemistryElectrochemistrySelectivitySubstrate (aquarium)KetylSiliconRadical Photochemical ReactionsEnvironmental remediation with nanomaterialsOxidative Organic Chemistry Reactions