Autor(es):
Alves, M. José 
; Fortes, A. Gil ; Azoia, Nuno G.
Data: 2005
Identificador Persistente: http://hdl.handle.net/1822/3414
Origem: RepositóriUM - Universidade do Minho
Detalhes do Documento
Synthesis of 1,3,8,8a-tetrahydro-3,8-epoxy[1,2-b]isoquinolines and their reacti...
Descrição
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.
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.
Tipo de Documento
Artigo
Idioma Inglês
Idioma Inglês
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