Autor según el artículo: Maestre, Lourdes; Dorel, Ruth; Pablo, Oscar; Escofet, Imma; Sameera, W. M. C.; Alvarez, Eleuterio; Maseras, Feliu; Mar Diaz-Requejo, M.; Echavarren, Antonio M.; Perez, Pedro J.;
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: ECHAVARREN PABLOS, ANTONIO
Palabras clave: Silver Bond formation Amines
Resumen: Silver(I) promotes the highly chemoselective N-amidation of tertiary amines under catalytic conditions to form aminimides by nitrene transfer from PhI¿NTs. Remarkably, this transformation proceeds in a selective manner in the presence of olefins and other functional groups without formation of the commonly observed aziridines or C-H insertion products. The methodology can be applied not only to rather simple tertiary amines but also to complex natural molecules such as brucine or quinine, where the products derived from N-N bond formation were exclusively formed. Theoretical mechanistic studies have shown that this selective N-amidation reaction proceeds through triplet silver nitrenes.
Áreas temáticas: Química Materiais Interdisciplinar General chemistry Farmacia Engenharias iv Engenharias iii Engenharias ii Colloid and surface chemistry Ciências biológicas ii Ciências biológicas i Ciências agrárias i Ciência de alimentos Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biochemistry Astronomia / física
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: antoniomaria.echavarren@urv.cat
Identificador del autor: 0000-0002-6418-7930
Fecha de alta del registro: 2024-09-07
Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
Enlace a la fuente original: https://pubs.acs.org/doi/abs/10.1021/jacs.6b08219
URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
Referencia al articulo segun fuente origial: Journal Of The American Chemical Society. 139 (6): 2216-2223
Referencia de l'ítem segons les normes APA: Maestre, Lourdes; Dorel, Ruth; Pablo, Oscar; Escofet, Imma; Sameera, W. M. C.; Alvarez, Eleuterio; Maseras, Feliu; Mar Diaz-Requejo, M.; Echavarren, A (2017). Functional-Group-Tolerant, Silver-Catalyzed N-N Bond Formation by Nitrene Transfer to Amines. Journal Of The American Chemical Society, 139(6), 2216-2223. DOI: 10.1021/jacs.6b08219
DOI del artículo: 10.1021/jacs.6b08219
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2017
Tipo de publicación: Journal Publications