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http://hdl.handle.net/1942/4394
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DC Field | Value | Language |
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dc.contributor.author | van Broek, P.I. | - |
dc.contributor.author | VANDERZANDE, Dirk | - |
dc.contributor.author | Kieckens, Eric G. | - |
dc.contributor.author | Hoornaert, G.J. | - |
dc.date.accessioned | 2007-12-20T15:49:00Z | - |
dc.date.available | 2007-12-20T15:49:00Z | - |
dc.date.issued | 1991 | - |
dc.identifier.citation | Journal of the Chemical Society: Perkin transactions I. p. 639-644 | - |
dc.identifier.uri | http://hdl.handle.net/1942/4394 | - |
dc.description.abstract | The 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.iso | en | - |
dc.title | Smooth generation of 3H-2-benzopyron-3-ones and their Diels-Alder reactions with olefinic dienophiles | - |
dc.type | Journal Contribution | - |
dc.identifier.epage | 644 | - |
dc.identifier.spage | 639 | - |
local.type.specified | Article | - |
dc.bibliographicCitation.oldjcat | - | |
dc.identifier.doi | 10.1039/P19910000639 | - |
item.fulltext | No Fulltext | - |
item.contributor | van Broek, P.I. | - |
item.contributor | VANDERZANDE, Dirk | - |
item.contributor | Kieckens, Eric G. | - |
item.contributor | Hoornaert, G.J. | - |
item.accessRights | Closed Access | - |
item.fullcitation | van 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. | - |
Appears in Collections: | Research publications |
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