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Photoredox-Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4-Dihydropyridine Approach
Authors:Luana Cardinale  Dr Mikhail O Konev  Prof Dr Axel Jacobi von Wangelin
Institution:Dept. of Chemistry, University of Hamburg, Martin Luther King Pl 6, 20146 Hamburg, Germany
Abstract: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.
Keywords:1  4-dihydropyridines  carbamoyl radicals  Giese reaction  organic dyes  photoredox catalysis
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