GARNIER, Simon; BRUGEMANN, Kévin; ZAK, Agnieszka; VERCOUILLIE, Johnny; POTIER-CARTEREAU, Marie; MARCHIVIE, Mathieu; ROUTIER, Sylvain; BURON, Frédéric

doi:10.3390/catal12080828

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GARNIER, Simon
Institut de Chimie Organique et Analytique [ICOA]

BRUGEMANN, Kévin
Institut de Chimie Organique et Analytique [ICOA]

ZAK, Agnieszka
Institut de Chimie Organique et Analytique [ICOA]

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Article de revue

Ce document a été publié dans

Catalysts. 2022-07-27, vol. 12, n° 8, p. 828

MDPI

Résumé en anglais

The first access to N-1, N-4 disubstituted pyrrolo[2,3-d][1,2,3]triazoles is reported. The series were generated using a “one-pot” MCR, leading to a single regioisomer of the attempted heteroaromatic skeleton in good yields. Next, the functionalization of C-5 and C-6 positions was investigated. (Het)aryl groups were introduced at the C-5 and C-6 positions of the pyrrolo[2,3-d][1,2,3]triazoles using regioselective electrophilic brominations followed by Suzuki–Miyaura cross coupling reactions. Palladium-catalyzed cross-coupling conditions were optimized and a representative library of various boronic acids was employed to establish the scope and limitations of the method< Réduire

Mots clés en anglais

multicomponent cyclisation

Suzuki–Miyaura reaction

pyrrolo[2.3-d][1.2.3]triazoles

DOI

http://dx.doi.org/10.3390/catal12080828

Project ANR

Synthèse Organique : des molécules au vivant - ANR-11-LABX-0029
Radiopharmaceutiques Innovants en Oncologie et Neurologie

Origine

Importé de hal

Unités de recherche

Institut de Chimie de la Matière Condensée de Bordeaux (ICMCB) - UMR 5026