Litcius/Paper detail

Photoredox‐Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4‐Dihydropyridine Approach

Luana Cardinale, Mikhail O. Konev, Axel Jacobi von Wangelin

2020Chemistry - A European Journal72 citationsDOIOpen Access PDF

Abstract

Abstract Functionalization with C1‐building blocks are key synthetic methods in organic synthesis. The low reactivity of the most abundant C 1 ‐molecule, carbon dioxide, makes alternative carboxylation reactions with CO 2 ‐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.

Topics & Concepts

Photoredox catalysisRadicalCatalysisChemistryDihydropyridineCombinatorial chemistryOrganic chemistryCalciumPhotocatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods