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9,10-Phenanthrenedione as Visible-Light Photoredox Catalyst: A Green Methodology for the Functionalization of 3,4-Dihydro-1,4-Benzoxazin-2- Ones through a Friedel-Crafts Reaction

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9,10-Phenanthrenedione as Visible-Light Photoredox Catalyst: A Green Methodology for the Functionalization of 3,4-Dihydro-1,4-Benzoxazin-2- Ones through a Friedel-Crafts Reaction

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dc.contributor.author	Rostoll Berenguer, Jaume
dc.contributor.author	Blay Llinares, Gonzalo
dc.contributor.author	Pedro, José Ramón
dc.contributor.author	Vila Descals, Carlos
dc.date.accessioned	2018-12-17T14:24:14Z
dc.date.available	2018-12-17T14:24:14Z
dc.date.issued	2018
dc.identifier.citation	Rostoll-Berenguer, Jaume Blay Llinares, Gonzalo Pedro, José Ramón Vila Descals, Carlos 2018 9,10-Phenanthrenedione as Visible-Light Photoredox Catalyst: A Green Methodology for the Functionalization of 3,4-Dihydro-1,4-Benzoxazin-2- Ones through a Friedel-Crafts Reaction Catalysts 8 653 674
dc.identifier.uri	http://hdl.handle.net/10550/68282
dc.description.abstract	A visible-light photoredox functionalization of 3,4-dihydro-1,4-benzoxazin-2-ones through a Friedel-Crafts reaction with indoles using an inexpensive organophotoredox catalyst is described. The reaction uses a dual catalytic system that is formed by a photocatalyst simple and cheap, 9,10-phenanthrenedione, and a Lewis acid, Zn(OTf)2. 5W white LEDs are used as visible-light source and oxygen from air as a terminal oxidant, obtaining the corresponding products with good yields. The reaction can be extended to other electron-rich arenes. Our methodology represents one of the most valuable and sustainable approach for the functionalization of 3,4-dihydro-1,4-benzoxazin-2-ones, as compared to the reported procedures. Furthermore, several transformations were carried out, such as the synthesis of the natural product cephalandole A and a tryptophol derivative.
dc.language.iso	eng
dc.relation.ispartof	Catalysts, 2018, vol. 8, p. 653-674
dc.subject	Catàlisi
dc.subject	Química orgànica
dc.title	9,10-Phenanthrenedione as Visible-Light Photoredox Catalyst: A Green Methodology for the Functionalization of 3,4-Dihydro-1,4-Benzoxazin-2- Ones through a Friedel-Crafts Reaction
dc.type	journal article	es_ES
dc.date.updated	2018-12-17T14:24:14Z
dc.identifier.doi	10.3390/catal8120653
dc.identifier.idgrec	128873
dc.rights.accessRights	open access	es_ES