Oxidation of 1-acyl-2-naphthol oximes: peri- and o-cyclisation and spiro cyclodimerisation of naphthoquinone nitrosomethide intermediates
dc.contributor.author | Supsana, P. | en |
dc.contributor.author | Tsoungas, P. G. | en |
dc.contributor.author | Aubry, A. | en |
dc.contributor.author | Skoulika, S. | en |
dc.contributor.author | Varvounis, G. | en |
dc.date.accessioned | 2015-11-24T16:43:41Z | |
dc.date.available | 2015-11-24T16:43:41Z | |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/8727 | |
dc.rights | Default Licence | - |
dc.subject | naphthalenes | en |
dc.subject | oximes | en |
dc.subject | oxidation | en |
dc.subject | n-oxides | en |
dc.subject | spiro compounds | en |
dc.subject | furoxans | en |
dc.title | Oxidation of 1-acyl-2-naphthol oximes: peri- and o-cyclisation and spiro cyclodimerisation of naphthoquinone nitrosomethide intermediates | en |
heal.abstract | The oxidation of 2-hydroxynaphthaldehyde oxime with lead(IV) acetate (LTA) gave a mixture of naphtho[1,8-de][1,2]oxazine and a spiro dimer. LTA oxidation of 6-bromo (or nitro)-2-hydroxynaphthaldehyde oximes provided only spiro dimers. Similar treatment of (2-hydroxy-1-naphthyl)keto oximes with LTA gave naphtho[1,8-de][1,2]oxazines and benzo[cd]indol-3(1H)-ones. Low temperature oxidation of 1-(2-hydroxy-1-naphthyl)propan-1-one oxime furnished 2-ethylbenzo[cd]indol-3(1H)-one and 1-ethylnaphtho[1,2-d]isoxazole-2-oxide. peri- and o-Naphthoquinone nitrosomethides are invoked as intermediates that undergo peri- and o-cyclisation and intermolecular cyclodimerisation. (C) 2001 Elsevier Science Ltd. All rights reserved. | en |
heal.access | campus | - |
heal.fullTextAvailability | TRUE | - |
heal.identifier.primary | Doi 10.1016/S0040-4020(01)00189-2 | - |
heal.identifier.secondary | <Go to ISI>://000168146000028 | - |
heal.identifier.secondary | http://ac.els-cdn.com/S0040402001001892/1-s2.0-S0040402001001892-main.pdf?_tid=c5dcd058-34ac-11e3-95af-00000aab0f6c&acdnat=1381740421_3ccc72b1e2bd853d8824774b216661f3 | - |
heal.journalName | Tetrahedron | en |
heal.journalType | peer reviewed | - |
heal.language | en | - |
heal.publicationDate | 2001 | - |
heal.publisher | Elsevier | en |
heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
heal.type | journalArticle | - |
heal.type.el | Άρθρο Περιοδικού | el |
heal.type.en | Journal article | en |
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