Copper-Mediated Divergent Reactivity of Allene-Tethered Carbamates under Radical Conditions

By judicious selection of reaction conditions, the controllable copper-promoted bromoheterocyclization or the sulfonylation/dimerization of allenyl carbamates to access 5-bromo-6-methylene-1,3-oxazinan-2-ones or bis(γ-amino vinyl sulfones) has been implemented. The described method, which is easy to...

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Detalles Bibliográficos
Autores: Toledano-Pinedo, Mireia, Quirós, M Teresa, Padrón, Ignacio, Halka, Dawid, Georgiou, Xenios, Martínez Del Campo, Teresa, Luna, Amparo, Almendros, Pedro
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/393159
Acceso en línea:http://hdl.handle.net/10261/393159
https://api.elsevier.com/content/abstract/scopus_id/105008037127
Access Level:acceso abierto
Descripción
Sumario:By judicious selection of reaction conditions, the controllable copper-promoted bromoheterocyclization or the sulfonylation/dimerization of allenyl carbamates to access 5-bromo-6-methylene-1,3-oxazinan-2-ones or bis(γ-amino vinyl sulfones) has been implemented. The described method, which is easy to scale up and exhibits good functional group tolerance, displays exquisite selectivity control for the preparation of two structurally different compounds starting from the same precursors under free radical conditions.