Visible Light-Induced Decarboxylative Radical Addition of Heteroaromatic Carboxylic Acids to Alkenes at Room Temperature in Two-Molecule Photoredox System.

ABSTRACT: The photoinduced decarboxylative radical addition of aryl carboxylic acids, including heteroaromatic carboxylic acids, to electron-deficient alkenes is achieved in a two-molecule photoredox system using a combination of biphenyl (BP) and 9,10-dicyanoanthracene (DCA) without heating. The low efficiency of the back-electron transfer to aryl carboxyl radicals leads to decarboxylation at room temperature. Various heteroaromatic carboxylic acids, including picolinic acid, nicotinic acid, quinoline carboxylic acid, and pyridazine carboxylic acid, are employed as substrates in the photoreaction. Prolonged irradiation without activation by a base successfully leads to decarboxylation by promoting the deprotonation of carboxylic acids by BP^•+.

SUBMITTER: Suzuki D 

PROVIDER: S-EPMC12518024 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature