Author, as appears in the article.: 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.;
Department: Química Analítica i Química Orgànica
URV's Author/s: ECHAVARREN PABLOS, ANTONIO
Keywords: Silver Bond formation Amines
Abstract: 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.
Thematic Areas: 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
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: antoniomaria.echavarren@urv.cat
Author identifier: 0000-0002-6418-7930
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.acs.org/doi/abs/10.1021/jacs.6b08219
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Journal Of The American Chemical Society. 139 (6): 2216-2223
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
Article's DOI: 10.1021/jacs.6b08219
Entity: Universitat Rovira i Virgili
Journal publication year: 2017
Publication Type: Journal Publications
Repositori URV