Aminations and arylations by direct C–O activation for the design of 7,8-dihydro-6H -5,8-ethanopyrido[3,2- d]pyrimidines
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | LAURENT, Mazarine | |
| hal.structure.identifier | Institut de Combustion, Aérothermique, Réactivité et Environnement [ICARE] | |
| dc.contributor.author | BOSTYN, Stéphane | |
| hal.structure.identifier | Institut de Chimie de la Matière Condensée de Bordeaux [ICMCB] | |
| dc.contributor.author | MARCHIVIE, Mathieu | |
| hal.structure.identifier | ISOCHEM | |
| dc.contributor.author | ROBIN, Yves | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | ROUTIER, Sylvain | |
| hal.structure.identifier | Institut de Chimie Organique et Analytique [ICOA] | |
| dc.contributor.author | BURON, Frédéric | |
| dc.date.issued | 2021-05-28 | |
| dc.description.abstractEn | The design of some novel disubstituted 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine derivatives is reported. The series was developed from quinuclidinone, which afforded versatile platforms bearing one lactam function in position C-2 that were then used to create C–N or C–C bonds for SNAr or palladium-catalyzed cross-coupling reactions by in situ C–O activation. The reaction conditions were optimized under microwave irradiation, and a wide range of amines or boronic acids were used to determine the scope and limitations of each method. To complete this study, the X-ray crystallographic data of 7,8-dihydro-6H-5,8-ethanopyrido[3,2-d]pyrimidine derivative 49 were used to formally establish the structures of the products. | |
| dc.description.sponsorship | Synthèse Organique : des molécules au vivant - ANR-11-LABX-0029 | |
| dc.language.iso | en | |
| dc.publisher | Royal Society of Chemistry | |
| dc.title.en | Aminations and arylations by direct C–O activation for the design of 7,8-dihydro-6H -5,8-ethanopyrido[3,2- d]pyrimidines | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1039/D1RA03092B | |
| dc.subject.hal | Chimie/Matériaux | |
| bordeaux.journal | RSC Advances | |
| bordeaux.page | 19363-19377 | |
| bordeaux.volume | 11 | |
| bordeaux.issue | 32 | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-03274724 | |
| hal.version | 1 | |
| hal.popular | non | |
| hal.audience | Internationale | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-03274724v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=RSC%20Advances&rft.date=2021-05-28&rft.volume=11&rft.issue=32&rft.spage=19363-19377&rft.epage=19363-19377&rft.au=LAURENT,%20Mazarine&BOSTYN,%20St%C3%A9phane&MARCHIVIE,%20Mathieu&ROBIN,%20Yves&ROUTIER,%20Sylvain&rft.genre=article |
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