Fries rearrangement of dibenzofuran-2-yl ethanoate under photochemical and Lewi...

• Autor(es): Campos, Ana M. F. Oliveira ; Oliveira, Ana M. A. G. ; Raposo, M. Manuela M. ; Griffiths, John ; Machado, António E. H.
• Data: 2004
• Identificador Persistente: http://hdl.handle.net/1822/2231
• Origem: RepositóriUM - Universidade do Minho
• Assunto(s): Fries rearrangement; Dibenzofuran-2-yl ethanoate; Acetylation
• Tipo de Documento: Artigo
• Idioma: Inglês

Descrição

The Fries rearrangement of dibenzofuran-2-yl ethanoate as a route to o-hydroxyacetyldibenzofurans has been investigated, both under thermal Lewis-acid catalysed and non-catalysed photochemical conditions. The reactions were examined theoretically at semi-empirical (PM3 and ZINDO/S) and density functional theory (DFT) levels. The correct selection of reaction conditions provides viable preparative routes to ortho-acylated hydroxydibenzofurans.