Visible-Light-Induced Decarboxylative and Deboronative Radical Addition to Alkenes in Two-Molecule Photoredox System Using Dibenzo[g,p]chrysene

Visible-light-induced decarboxylative and deboronative radical addition of aliphatic carboxylic acids and arylboronic acid pinacol esters to electron-deficient alkenes using two-molecule organic photoredox catalysts, such as dibenzo[g,p]chrysene as an electron donor and 1,4-dicyanobenzene as an electron acceptor, proceeded efficiently to furnish radical adducts via the generation of alkyl and aryl radicals. The base and substrate play important roles in this photochemical system, and the sequential photoinduced decarboxylation of glutamic acid having two different carboxy groups was successful.

Automated summary

In this study, visible-light-induced decarboxylative and deboronative radical addition of aliphatic carboxylic acids and arylboronic acid pinacol esters to electron-deficient alkenes was efficiently achieved using two-molecule organic photoredox catalysts. The reaction generated alkyl and aryl radicals to form radical adducts. The presence of a base and substrate played important roles in this photochemical system, and the sequential photoinduced decarboxylation of glutamic acid with two different carboxy groups was successfully carried out.