title: Synthesis of α-functionalized α-indol-3-yl carbonyls through direct SNreactions of indol-3-yl α-acyloins.
abstract: A new and efficient synthesis of α-functionalized α-indol-3-yl ketones from easily available indolyl α-acyloins is reported. This process, catalyzed by Brønsted or Lewis acids, involves an uncommon direct nucleophilic substitution reaction of a secondary α-carbonyl-substituted hydroxyl group. The described methodology allows the introduction of a variety of nucleophiles such as (hetero)arenes, thiophenols, nitroanilines and 1,3-dicarbonyl derivatives. The synthesized α-indol-3-yl carbonyl compounds are important synthetic targets also useful for accessing functionalized tryptophols and furan-3-yl indoles.
authors.affiliation: Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos. Pza. Misael Bañuelos, s/n. 09001-Burgos, Spain. rsd@ubu.es.
authors.forename: Anisley
authors.initials: A
authors.lastname: Suárez
authors.affiliation: Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos. Pza. Misael Bañuelos, s/n. 09001-Burgos, Spain. rsd@ubu.es.
authors.forename: Fernando
authors.initials: F
authors.lastname: Martínez
authors.affiliation: Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos. Pza. Misael Bañuelos, s/n. 09001-Burgos, Spain. rsd@ubu.es.
authors.forename: Roberto
authors.identifier: http://orcid.org/0000-0003-2830-0892
authors.initials: R
authors.lastname: Sanz