Photoredox-Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4-Dihydropyridine Approach.
Luana CardinaleMikhail O KonevAxel Jacobi von WangelinPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2020)
Functionalization with C1-building blocks are key synthetic methods in organic synthesis. The low reactivity of the most abundant C1 -molecule, carbon dioxide, makes alternative carboxylation reactions with CO2 -surrogates especially important. We report a photoredox-catalyzed protocol for alkene carbamoylations. Readily accessible 4-carboxamido-Hantzsch esters serve as convenient starting materials that generate carbamoyl radicals upon visible light-mediated single-electron transfer. Addition to various alkenes proceeded with high levels of regio- and chemoselectivity.