Please use this identifier to cite or link to this item: http://hdl.handle.net/1942/4394
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dc.contributor.authorvan Broek, P.I.-
dc.contributor.authorVANDERZANDE, Dirk-
dc.contributor.authorKieckens, Eric G.-
dc.contributor.authorHoornaert, G.J.-
dc.date.accessioned2007-12-20T15:49:00Z-
dc.date.available2007-12-20T15:49:00Z-
dc.date.issued1991-
dc.identifier.citationJournal of the Chemical Society: Perkin transactions I. p. 639-644-
dc.identifier.urihttp://hdl.handle.net/1942/4394-
dc.description.abstractThe generation of methoxy-substituted 3H-2-benzopyran-3-ones from o-acylphenylacetic acid derivatives in acetic anhydride at 140 °C and their in situ Diets–Alder reactions being inefficient in the synthesis of some carbocyclic compounds, alternative reagents have been used. It is shown that, e.g. 1,3-dicyclohexylcarbodiimide (DCC) with 2-hydroxypyridine, disuccinimidyl carbonate (DSC), 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ) of 2-isobutoxy-N-isobutoxycarbonyl-1,2-dihydroquinoline (IIDQ) are much more efficient reagents.Using these alternative reagents the formation of side-products from the benzopyranone, e.g. chrysene, can be avoided; with the modified DCC-method the 6,7-dimethoxy-1 -methyl-2-benzopyran3-one intermediate 8a can be identified spectroscopically. An exemplified procedure with IIDQ is proposed, opening new prespectives for Diets–Alder reactions of unstable or less reactive dienophiles with problematic benzopyranones.-
dc.language.isoen-
dc.titleSmooth generation of 3H-2-benzopyron-3-ones and their Diels-Alder reactions with olefinic dienophiles-
dc.typeJournal Contribution-
dc.identifier.epage644-
dc.identifier.spage639-
local.type.specifiedArticle-
dc.bibliographicCitation.oldjcat-
dc.identifier.doi10.1039/P19910000639-
item.fulltextNo Fulltext-
item.accessRightsClosed Access-
item.contributorKieckens, Eric G.-
item.contributorHoornaert, G.J.-
item.contributorVANDERZANDE, Dirk-
item.contributorvan Broek, P.I.-
item.fullcitationvan Broek, P.I.; VANDERZANDE, Dirk; Kieckens, Eric G. & Hoornaert, G.J. (1991) Smooth generation of 3H-2-benzopyron-3-ones and their Diels-Alder reactions with olefinic dienophiles. In: Journal of the Chemical Society: Perkin transactions I. p. 639-644.-
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