Author, as appears in the article.: Antonio M. Echavarren; Lourdes Maestre; Ruth Dorel; Óscar Pablo; Imma Escofet; W. M. C. Sameera; Eleuterio Álvarez; Feliu Maseras; M. Mar Díaz-Requejo; Pedro J. Perez

Department: Química Analítica i Química Orgànica

URV's Author/s: ECHAVARREN PABLOS, ANTONIO MARIA; Lourdes Maestre; Ruth Dorel; Óscar Pablo; Imma Escofet; W. M. C. Sameera; Eleuterio Álvarez; Feliu Maseras; M. Mar Díaz-Requejo; Pedro J. Perez

Keywords: Amines Bond formation Silver

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 Química Chemistry

licence for use: https://creativecommons.org/licenses/by/3.0/es/

ISSN: 0002-7863

Author identifier: n/a; n/a; n/a; n/a; n/a; 0000-0003-0213-0688; n/a; 0000-0001-8806-2019; n/a; n/a

Record's date: 2017-03-01

Last page: 2223

Journal volume: 139

Papper version: info:eu-repo/semantics/publishedVersion

Link to the original source: http://pubs.acs.org/doi/abs/10.1021/jacs.6b08219

Article's DOI: 10.1021/jacs.6b08219

Entity: Universitat Rovira i Virgili

Journal publication year: 2017

First page: 2216

Publication Type: Article Artículo Article