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A facile one-pot synthesis of new poly functionalized pyrrolotriazoles via a regioselective multicomponent cyclisation and Suzuki–Miyaura coupling reactions

hal.structure.identifierInstitut de Chimie Organique et Analytique [ICOA]
dc.contributor.authorGARNIER, Simon
hal.structure.identifierInstitut de Chimie Organique et Analytique [ICOA]
dc.contributor.authorBRUGEMANN, Kévin
hal.structure.identifierInstitut de Chimie Organique et Analytique [ICOA]
dc.contributor.authorZAK, Agnieszka
hal.structure.identifierImaging, Brain & Neuropsychiatry [iBraiN]
dc.contributor.authorVERCOUILLIE, Johnny
hal.structure.identifierNiche, Nutrition, Cancer et métabolisme oxydatif [N2Cox]
dc.contributor.authorPOTIER-CARTEREAU, Marie
hal.structure.identifierInstitut de Chimie de la Matière Condensée de Bordeaux [ICMCB]
dc.contributor.authorMARCHIVIE, Mathieu
hal.structure.identifierInstitut de Chimie Organique et Analytique [ICOA]
dc.contributor.authorROUTIER, Sylvain
hal.structure.identifierInstitut de Chimie Organique et Analytique [ICOA]
dc.contributor.authorBURON, Frédéric
dc.date.issued2022-07-27
dc.identifier.issn2073-4344
dc.description.abstractEnThe 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
dc.description.sponsorshipSynthèse Organique : des molécules au vivant - ANR-11-LABX-0029
dc.description.sponsorshipRadiopharmaceutiques Innovants en Oncologie et Neurologie - ANR-11-LABX-0018
dc.language.isoen
dc.publisherMDPI
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/
dc.subject.enmulticomponent cyclisation
dc.subject.enSuzuki–Miyaura reaction
dc.subject.enpyrrolo[2.3-d][1.2.3]triazoles
dc.title.enA facile one-pot synthesis of new poly functionalized pyrrolotriazoles via a regioselective multicomponent cyclisation and Suzuki–Miyaura coupling reactions
dc.typeArticle de revue
dc.identifier.doi10.3390/catal12080828
dc.subject.halChimie/Matériaux
bordeaux.journalCatalysts
bordeaux.page828
bordeaux.volume12
bordeaux.issue8
bordeaux.peerReviewedoui
hal.identifierhal-03820676
hal.version1
hal.popularnon
hal.audienceInternationale
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-03820676v1
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