Diels-Alder reactions of 2 '-hydroxychalcones with ortho-benzoquino-dimethane: A new synthesis of 3-aryl-2-naphthyl 2-hydroxyphenyl ketones

• Tipo: Artigo em Revista Científica Internacional
• Data: 2006

Autores

Brito, CM (Autor) Outra; Pinto, DCGA (Autor) Outra; Silva, AMS (Autor) Outra; Silva, AMG (Autor) Outra; Tome, AC (Autor) Outra; Cavaleiro, JAS (Autor) Outra

Revista

Título: European Journal of Organic Chemistry

Vol. 2006

Páginas: 2558-2569

ISSN: 1434-193X

Editora: Wiley-Blackwell

Indexação

ISI Web of Knowledge - 24 Citações

Scopus - 24 Citações

Outras Informações

ID Authenticus: P-004-KQB

DOI: 10.1002/ejoc.200500872

Abstract (EN): Diels-Alder reactions of the 2'-hydroxychalcones 1a-e with ortho-benzoquinodimethane (3) yielded the 3-aryl-1,2,3,4-tetrahydro-2-naphthyl 2-hydroxyphenyl ketones 4a-e in good yields. The dehydrogenation of the cycloadducts 4a-e to 3-aryl-2-naphthyl 2-hydroxyphenyl ketones 5a-e was studied. Good results were obtained when DDQ was used as oxidant and microwave irradiation as energy source. Several benzoxanthone derivatives were also obtained as minor products. Structures of all new compounds were established by extensive NMR studies.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 12