Synthesis of 1,4-disubstituted pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyridazines by means of SNAr and palladium-catalysed reactions
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| hal.structure.identifier | Laboratoire de Chimie, Bioorganique et analytique | |
| dc.contributor.author | BELAROUSSI, Rabia | |
| dc.contributor.author | EL HAKMAOUI, Ahmed | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | PERCINA, Nathalie | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | CHARTIER, Agnès | |
| hal.structure.identifier | Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB] | |
| dc.contributor.author | MARCHIVIE, Mathieu | |
| hal.structure.identifier | Institut Européen de Chimie et Biologie [IECB] | |
| dc.contributor.author | MASSIP, Stéphane | |
| hal.structure.identifier | Laboratoire de Pharmacochimie | |
| dc.contributor.author | JARRY, Christian | |
| hal.structure.identifier | Laboratoire de Chimie, Bioorganique et analytique | |
| dc.contributor.author | AKSSIRA, Mohamed | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | GUILLAUMET, Gérald | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | ROUTIER, Sylvain | |
| dc.date.issued | 2015 | |
| dc.identifier.issn | 1434-1948 | |
| dc.description.abstractEn | The first efficient synthesis of various 1,4-disubstituted pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyridazines is reported. The reactivity toward chlorine release at the C-1 and C-4 positions was investigated. SNAr and palladium-catalysed cross-coupling reactions were carried out, and conditions were optimised for each procedure. 1,4-Bis(het)aryl derivatives were obtained under a Suzuki cross-coupling procedure whereas SNAr substitution was achieved mainly at C-1 in preference to C-4. The monosubstituted C-4 morpholino derivative was used as a starting material to provide dissymmetrical 1,4-diaminated or 1-(het)aryl-4-morpholino products. | |
| dc.language.iso | en | |
| dc.publisher | Wiley-VCH Verlag | |
| dc.subject.en | Nitrogen heterocycles | |
| dc.subject.en | Cross-coupling | |
| dc.subject.en | Aromatic nucleophilic substitution | |
| dc.subject.en | Palladium | |
| dc.title.en | Synthesis of 1,4-disubstituted pyrido[1′,2′:1,5]pyrazolo[3,4-d]pyridazines by means of SNAr and palladium-catalysed reactions | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1002/ejoc.201500294 | |
| dc.subject.hal | Chimie/Matériaux | |
| bordeaux.journal | European Journal of Inorganic Chemistry | |
| bordeaux.page | 4006-4017 | |
| bordeaux.issue | 18 | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-01166893 | |
| hal.version | 1 | |
| hal.popular | non | |
| hal.audience | Internationale | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-01166893v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=European%20Journal%20of%20Inorganic%20Chemistry&rft.date=2015&rft.issue=18&rft.spage=4006-4017&rft.epage=4006-4017&rft.eissn=1434-1948&rft.issn=1434-1948&rft.au=BELAROUSSI,%20Rabia&EL%20HAKMAOUI,%20Ahmed&PERCINA,%20Nathalie&CHARTIER,%20Agn%C3%A8s&MARCHIVIE,%20Mathieu&rft.genre=article |
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