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Synthesis and X-ray structures of unexpected 2-O-(5-deoxy-1,2-O-isopropylidene-\alpha- D-glucofuranos-5-yloxy)quinoxalines
hal.structure.identifier | Laboratoire de Chimie d'Agroressources et Génie des Procédés | |
dc.contributor.author | JARMOUMI, Chakir | |
hal.structure.identifier | Laboratoire de Chimie d'Agroressources et Génie des Procédés | |
dc.contributor.author | LAKHRISSI, Brahim | |
hal.structure.identifier | Centre de physique moléculaire optique et hertzienne [CPMOH] | |
dc.contributor.author | MONDIEIG, Denise | |
hal.structure.identifier | Centre de physique moléculaire optique et hertzienne [CPMOH] | |
dc.contributor.author | NÉGRIER, Philippe | |
hal.structure.identifier | Laboratoire de Pharmacochimie | |
dc.contributor.author | LÉGER, Jean-Michel | |
hal.structure.identifier | Laboratoire de Pharmacochimie | |
dc.contributor.author | MASSIP, Stéphane | |
hal.structure.identifier | Laboratoire d'Opto-électronique et de Physico-Chimie des Matériaux | |
dc.contributor.author | LAZAR, Zhor | |
hal.structure.identifier | Laboratoire d'Opto-électronique et de Physico-Chimie des Matériaux | |
dc.contributor.author | BENALI, Bouziane | |
hal.structure.identifier | Laboratoire de Chimie Organique Hétérocyclique | |
dc.contributor.author | MASSOUI, Mohamed | |
hal.structure.identifier | Laboratoire de Chimie Organique Hétérocyclique | |
dc.contributor.author | ESSASSI, El Mokhtar | |
dc.date.created | 2008-06-26 | |
dc.date.issued | 2009-06 | |
dc.identifier.issn | 0894-3230 | |
dc.description.abstractEn | Reaction of 3-methyl-2(1H)-quinoxalinone (4) and 2(1H)-quinoxalinone (5) with 5,6-anhydro-1,2-O-isopropylidene\alpha- D-glucofuranose 6 gives the unexpected O-glucoquinoxalines derivatives by the intermediary novel intramolecular rearrangement of 5,6-anhydro-1,2-O-isopropylidene \alpha-D-glucofuranose to the corresponding 3,6-anhydro form. The obtained O-glucoquinoxalines 7,8 were identified by NMR spectroscopy. The X-ray crystal structures have been determined at room temperature. Moreover, a solid–solid phase transition has been detected at 198.9 K for O-glucoquinoxalines 7 and the structure of the low-temperature phase has been solved at 188 K | |
dc.language.iso | en | |
dc.publisher | Wiley | |
dc.subject.en | Quinoxalinones | |
dc.subject.en | glucosyl-quinoxalines | |
dc.subject.en | synthesis | |
dc.subject.en | X-ray structure | |
dc.subject.en | phase transition | |
dc.subject.en | water solubility | |
dc.title.en | Synthesis and X-ray structures of unexpected 2-O-(5-deoxy-1,2-O-isopropylidene-\alpha- D-glucofuranos-5-yloxy)quinoxalines | |
dc.type | Article de revue | |
dc.identifier.doi | 10.1002/poc.1486 | |
bordeaux.journal | Journal of Physical Organic Chemistry | |
bordeaux.page | 585-592 | |
bordeaux.volume | 22 | |
bordeaux.issue | 6 | |
bordeaux.peerReviewed | oui | |
hal.identifier | hal-00506118 | |
hal.version | 1 | |
hal.popular | non | |
hal.audience | Internationale | |
hal.origin.link | https://hal.archives-ouvertes.fr//hal-00506118v1 | |
bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Journal%20of%20Physical%20Organic%20Chemistry&rft.date=2009-06&rft.volume=22&rft.issue=6&rft.spage=585-592&rft.epage=585-592&rft.eissn=0894-3230&rft.issn=0894-3230&rft.au=JARMOUMI,%20Chakir&LAKHRISSI,%20Brahim&MONDIEIG,%20Denise&N%C3%89GRIER,%20Philippe&L%C3%89GER,%20Jean-Michel&rft.genre=article |
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