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Organocatalytic Enantioselective Friedel-Crafts Aminoalkylation of Indoles in the Carbocyclic Ring

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Organocatalytic Enantioselective Friedel-Crafts Aminoalkylation of Indoles in the Carbocyclic Ring

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dc.contributor.author	Montesinos Magraner, Marc
dc.contributor.author	Vila Descals, Carlos
dc.contributor.author	Rendón-Patiño, Alejandra
dc.contributor.author	Blay Llinares, Gonzalo
dc.contributor.author	Fernández Picot, Isabel
dc.contributor.author	Muñoz, M. Carmen
dc.contributor.author	Pedro, José Ramón
dc.date.accessioned	2016-06-14T08:02:42Z
dc.date.available	2016-06-14T08:02:42Z
dc.date.issued	2016
dc.identifier.citation	Montesinos Magraner, Marc Vila Descals, Carlos Rendón-Patiño, Alejandra Blay Llinares, Gonzalo Fernández Picot, Isabel Muñoz, M. Carmen Pedro Llinares, José Ramón 2016 Organocatalytic Enantioselective Friedel-Crafts Aminoalkylation of Indoles in the Carbocyclic Ring Acs Catalysis 6 2689 2693
dc.identifier.uri	http://hdl.handle.net/10550/54053
dc.description.abstract	The first general catalytic method for the, so far elusive, enantioselective Friedel−Crafts functionalization of indoles in the carbocyclic ring is presented. This transformation contrasts with the usual tendency of these heterocycles to react at the azole ring. For this purpose, the four regioisomeric hydroxy carbocyclic-substituted indoles were reacted with several isatinderived ketimines, using a Cinchona alkaloid-based squaramide, in a low 0.5−5 mol % catalyst loading, as a bifunctional catalyst. This methodology allows the functionalization of indoles in every position of the carbocyclic ring in a regio- and enantioselective fashion, by switching only the position of the hydroxy group in the starting material. Furthermore, several transformations were carried out, including the reductive elimination of the hydroxy group.
dc.language.iso	eng
dc.relation.ispartof	Acs Catalysis, 2016, vol. 6, p. 2689-2693
dc.subject	Química
dc.title	Organocatalytic Enantioselective Friedel-Crafts Aminoalkylation of Indoles in the Carbocyclic Ring
dc.type	journal article	es_ES
dc.date.updated	2016-06-14T08:02:43Z
dc.identifier.doi	10.1021/acscatal.6b00260
dc.identifier.idgrec	110092
dc.rights.accessRights	open access	es_ES