Synthesis of Aromatic Aldehydes by Oxidative Hydroxymethylation

Abstract

A new high yield method for the synthesis of aromatic ­aldehydes has been developed. The procedure is based on an acid catalyzed hydroxymethylation of an arene substrate by paraformaldehyde with concurrent selective oxidation of the intermediate aromatic carbinol by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to the aldehyde product.

aldehydes - arenes - electrophilic aromatic substitutions - oxidations - quinones

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