Arynes as Radical Acceptors: TEMPO‐Mediated Cascades Comprising Addition, Cyclization, and Trapping

The application of arynes as radical acceptors is described. The stable radical TEMPO (2,2,6,6‐tetramethyl piperidine 1‐oxyl) is shown to add to various ortho‐substituted benzynes generating the corresponding aryl radicals which engage in 5‐exo or 6‐endo cyclizations. The cyclized radicals are event...

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Detalles Bibliográficos
Autores principales: Scherübl, Maximilian, Daniliuc, Constantin G., Studer, Armido
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7839731/
https://www.ncbi.nlm.nih.gov/pubmed/33038065
http://dx.doi.org/10.1002/anie.202012654
Descripción
Sumario:The application of arynes as radical acceptors is described. The stable radical TEMPO (2,2,6,6‐tetramethyl piperidine 1‐oxyl) is shown to add to various ortho‐substituted benzynes generating the corresponding aryl radicals which engage in 5‐exo or 6‐endo cyclizations. The cyclized radicals are eventually trapped by TEMPO. The introduced method provides ready access to various dihydrobenzofurans, oxindoles, and sultones by a conceptually novel approach.

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