Photocatalytic decarboxylation of free carboxylic acids and their functionalization.
Subal MondalSubham MandalSoumya MondalSiba P MidyaPradyut GhoshPublished in: Chemical communications (Cambridge, England) (2024)
Visible light mediated decarboxylative functionalization of carboxylic acids and their derivatives has recently emerged as a novel and powerful toolkit for small molecule activation in diverse carbon-carbon and carbon-hetero bond forming reactions. Naturally abundant highly functionalized bench-stable carboxylic acid analogs have been employed as promising alternatives to non-trivial organometallic reagents for mild and eco-benign synthetic transformation with traceless CO 2 by-products. In this highlight article, we focus on the development of various photodecarboxylative functionalization strategies along with intra/inter-molecular cyclization via concerted single electron transfer (SET) or energy transfer (ET) pathways. Moreover, widely explored carboxylic acids are systematically classified here into four categories; i.e. , α-keto, aliphatic, α,β-unsaturated, and aromatic analogs for a concise overview to the readership. The association of decarboxylative radical species with coupling partners to construct C-C and C-N/O/S/P/X bonds for each analogous acid has been presented in brief.