Domino inverse electron demand Diels-Alder reactions of chromones with ethyl vinyl ether
Author | dc.contributor.author | Heredia Moya, Jorge | |
Author | dc.contributor.author | Krohn, Karsten | es_CL |
Author | dc.contributor.author | Florke, Ulrich | es_CL |
Author | dc.contributor.author | Pessoa Mahana, Hernán | es_CL |
Author | dc.contributor.author | Weiss López, Boris | es_CL |
Author | dc.contributor.author | Estévez, A. | es_CL |
Author | dc.contributor.author | Araya Maturana, Ramiro | es_CL |
Admission date | dc.date.accessioned | 2009-05-15T17:59:14Z | |
Available date | dc.date.available | 2009-05-15T17:59:14Z | |
Publication date | dc.date.issued | 2007-06-01 | |
Cita de ítem | dc.identifier.citation | HETEROCYCLES 71(6):1327-+ | en |
Identifier | dc.identifier.issn | 0385-5414 | |
Identifier | dc.identifier.uri | https://repositorio.uchile.cl/handle/2250/120611 | |
Abstract | dc.description.abstract | E)-Ethyl 3-(4-oxo-4H-chromen-3-yi)acrylate (3), (E)-3-(4-oxo-4H-chromen-3-yl)-2-propenenitrile (12) and their 5-hydroxy-derivatives 11 and 13 undergo alternative, solvent dependent, domino reactions with ethyl vinyl ether. Inverse electron demand Diels-Alder (IEDDA)-elimination-IEDDA generates isomeric tetracycles 15a-d and 16a-d. Instead, IEDDA-elimination-intramolecular elimination reactions provides xanthone 17 or 2-hydroxybenzophenones 18a-d, respectively. In non-polar solvents propenenitriles 12 and 13 experience a third alternative domino sequence: IEDDA-elimination-ene reaction, yielding the highly functionalized tricyclic compounds 21 and 22. | en |
Lenguage | dc.language.iso | en | en |
Publisher | dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | en |
Keywords | dc.subject | DERIVATIVES | en |
Título | dc.title | Domino inverse electron demand Diels-Alder reactions of chromones with ethyl vinyl ether | en |
Document type | dc.type | Artículo de revista |
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