Author, as appears in the article.: Tan, Eric; Montesinos-Magraner, Marc; Garcia-Morales, Cristina; Mayans, Joan Guillem; Echavarren, Antonio M.;
Department: Química Analítica i Química Orgànica
URV's Author/s: ECHAVARREN PABLOS, ANTONIO / Mayans Peñarrubia, Joan Guillem
Keywords: ]+ catalyst Versatile Substitution Selective reduction Selective catalytic reduction Rhodium-catalyzed Rhodium compounds Palladium-catalyzed Nitroarenes Nitro group Metalations Mechanistic studies Heterocycles Direct arylation Chemistry Catalyzed coupling C-h alkynylation Bromoalkynes Bond formation Arenes Alkynylations Activation
Abstract: The ortho-alkynylation of nitro-(hetero)arenes takes place in the presence of a Rh(iii) catalyst to deliver a wide variety of alkynylated nitroarenes regioselectively. These interesting products could be further derivatized by selective reduction of the nitro group or palladium-catalysed couplings. Experimental and computational mechanistic studies demonstrate that the reaction proceeds via a turnover-limiting electrophilic C-H metalation ortho to the strongly electron-withdrawing nitro group.
Thematic Areas: Química Materiais Interdisciplinar General chemistry Farmacia Ciências biológicas iii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) 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: 2024-07-27
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2021/SC/D1SC04527J
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Chemical Science. 12 (44): 14731-14739
APA: Tan, Eric; Montesinos-Magraner, Marc; Garcia-Morales, Cristina; Mayans, Joan Guillem; Echavarren, Antonio M.; (2021). Rhodium-catalysed ortho-alkynylation of nitroarenes. Chemical Science, 12(44), 14731-14739. DOI: 10.1039/d1sc04527j
Article's DOI: 10.1039/d1sc04527j
Entity: Universitat Rovira i Virgili
Journal publication year: 2021
Publication Type: Journal Publications
Repositori URV