Publication | Closed Access
Cu‐Catalyzed Selective Oxy‐Cyanoalkylation of Allylamines with Cycloketone Oxime Esters and CO<sub>2</sub>
34
Citations
106
References
2019
Year
Chemical EngineeringCu‐catalyzed Selective Oxy‐cyanoalkylationEngineeringNovel OrganocatalystsRadical PrecursorsNatural SciencesDiversity-oriented SynthesisRadical‐initiated Carboxylative CyclizationCo 2Organic ChemistryOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistryPharmacologyAsymmetric CatalysisCatalytic SynthesisCycloketone Oxime Esters
Summary of main observation and conclusion The radical‐initiated carboxylative cyclization of allylamines with CO 2 represents an efficient and highly promising strategy to afford valuable 2‐oxazolidinones. However, the radical precursors and pathways to generate radicals in such processes are still limited. Herein, we report the first Cu‐catalyzed selective oxy‐cyanoalkylation of allylamines with cycloketone oxime esters and CO 2 via C—C bond cleavage. Many cyanoalkyl‐substituted 2‐oxazolidinones are obtained in moderate to good yields with high regio‐ and chemo‐selectivities. The utility of this redox‐neutral and cyanide‐free method is demonstrated with mild conditions, broad substrate scope, good functional group tolerance and easy scalability.
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