Please use this identifier to cite or link to this item: http://hdl.handle.net/1822/3414

TitleSynthesis of 1,3,8,8a-tetrahydro-3,8-epoxy[1,2-b]isoquinolines and their reactions with oxygen nucleophiles
Author(s)Alves, M. José
Fortes, A. Gil
Azóia, Nuno G.
Issue date2005
PublisherElsevier
JournalHeterocycles
Citation"Heterocycles". ISSN 0385-5414. 65:6 (2005) 1329-1345.
Abstract(s)Cycloadditions of 2H-azirines to isobenzofurans is described. The endo and exo products were obtained and were reacted with oxygen nucleophiles. Tetrahydroquinolines or benzofuranols were obtained, usually in excellent yields. Cycloaddition of the less electrophilic azirine (14) was performed at room temperature in the presence of ZnCl2. The cycloadduct was hydrolysed in the reaction conditions, but dehydration to give back the original cycloadduct was obtained in the presence of 4Å molecular sieves. The structure assigned in the literature to the product of hydrolysis of the cycloadduct 10 was rectified.
TypeArticle
URIhttp://hdl.handle.net/1822/3414
DOI10.3987/COM-05-10365
ISSN0385-5414
Peer-Reviewedyes
AccessOpen access
Appears in Collections:CDQuim - Artigos (Papers)

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