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Photoredox‐Catalyzed Addition of Carbamoyl Radicals to Olefins: A 1,4‐Dihydropyridine Approach
Author(s) -
Cardinale Luana,
Konev Mikhail O.,
Jacobi von Wangelin Axel
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002410
Subject(s) - alkene , chemoselectivity , radical , chemistry , photoredox catalysis , reactivity (psychology) , catalysis , combinatorial chemistry , surface modification , carboxylation , organic chemistry , photochemistry , photocatalysis , medicine , alternative medicine , pathology
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.