Rhodium-catalysed ortho-alkynylation of nitroarenes

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....

Descripción completa

Detalles Bibliográficos
Autores: Tan, Eric, Montesinos-Magraner, Marc, García-Morales, Cristina, Guillem Mayans, Joan, Echavarren, Antonio M.
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2021
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/521680
Acceso en línea:http://hdl.handle.net/2072/521680
https://doi.org/10.1039/D1SC04527J
Access Level:acceso abierto
Palabra clave:54
Descripción
Sumario: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.