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The room temperature radical cycloetherification/arylation cascade of allenols and diazonium salts has been accomplished via a combination of gold and photoredox catalysis to provide 2,3,4-trisubstituted-2,5-dihydrofurans. The functionalized oxacycle formation sequence is chemo- and regioselective for the cycloetherification and for the position that bears the aryl moiety after the cross-coupling. Mechanistic investigations revealed that this transformation proceeds through an initial oxidation of gold(I) to a phenyl gold(III) complex, which, upon coordination to the allene, catalyzes its cyclization and leads to the coupling product after a reductive elimination regenerating Au(I). (Figure presented.).

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Digital.CSIC  

Autor(es)

Alcaide, Benito -  Almendros, Pedro -  Aparicio, Borja -  Lázaro -  Milla, Carlos -  Luna, Amparo -  Nieto, Olalla - 

Id.: 70872012

Idioma: eng  - 

Versión: 1.0

Estado: Final

Palabras claveAllenes - 

Tipo de recurso: Artículo  - 

Tipo de Interactividad: Expositivo

Nivel de Interactividad: muy bajo

Audiencia: Estudiante  -  Profesor  -  Autor  - 

Estructura: Atomic

Coste: no

Copyright: sí

: closedAccess

Requerimientos técnicos:  Browser: Any - 

Relación: [References] MINECO/ICTI2013-2016/CTQ2015-65060-C2-1-P
[References] MINECO/ICTI2013-2016/CTQ2015-65060-C2-2-P
[References] MINECO/ICTI2013-2016/CTQ2013-48937-C2-2-P
[References] http://dx.doi.org/10.1002/adsc.201700598
[References] Sí

Fecha de contribución: 19-may-2018

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Localización:
* doi: 10.1002/adsc.201700598
* issn: 1615-4150
* e-issn: 1615-4169

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