Angewandte Chemie · 2017 · 11 citations · 71 references
Natural SciencesChemistryCatalysisOrganic ChemistryPolymer ChemistryCross-coupling ReactionsFlavor ChemistryGreen Polymer ChemistryOrganic SynthesisCopper CatalysisNatural Product SynthesisPrecursor ChemistryPrecursor Compounds
Abstract We have developed a strategy to transform olefins into homoallylic nitriles through a mechanism that combines copper catalysis with alkyl nitrile radicals. The radicals are easily generated from alkyl nitriles in the presence of the mild oxidant di‐ tert ‐butyl peroxide. This cross‐dehydrogenative coupling between simple olefins and alkylnitriles bears advantages over the conventional use of halides and toxic cyanide reagents. With this method, we showcase the facile synthesis of a flavoring agent, a natural product, and a polymer precursor from simple olefins.
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