https://repositorio.ufba.br/handle/ri/15053
Tipo: | Artigo de Periódico |
Título: | Synthesis of multi-functionalized 1-azabicycles through MAOS acid catalyzed formal aza-[3+3] cycloaddition of heterocyclic enaminones with oxazolones |
Título(s) alternativo(s): | Tetrahedron Letters |
Autor(es): | Cunha, Silvio do Desterro Santos Filho, Raimundo Francisco dos Saraiva, Katharine Hodel Santos, Alene Vanessa Azevedo Menezes, Diego |
Autor(es): | Cunha, Silvio do Desterro Santos Filho, Raimundo Francisco dos Saraiva, Katharine Hodel Santos, Alene Vanessa Azevedo Menezes, Diego |
Abstract: | This study describes the combination of microwave heating and green acid catalysis by Bi(NO3)3·5H2O and AcOH as a practical one-pot diastereoselective synthetic route to alkaloid-like multi-functionalized 3,4-disubstituted indolizidinones and quinolizidinones from cyclic enaminones and Erlenmeyer–Plöchl azalactone derivatives, as an alternative methodology to access these synthetically and biologically important classes of structural scaffolds in a simple way. The potential biological activity of some synthesized alkaloid-like derivatives was tested against the human tumor lineage hepatoma (HepG-2), and their inhibitory effect evaluated after 24 and 48 h. The indolizidine-like scaffold appears to be crucial to biological activity in the investigated compounds. |
Palavras-chave: | Indolizidinones Quinolizidinones Erlenmeyer–Plöchl azalactones Bi(NO3)3·5H2O Microwave heating |
Tipo de Acesso: | Acesso Aberto |
URI: | http://repositorio.ufba.br/ri/handle/ri/15053 |
Data do documento: | 2013 |
Aparece nas coleções: | Artigo Publicado em Periódico (Química) |
Arquivo | Descrição | Tamanho | Formato | |
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1-s2.0-S0040403913006394-main.pdf | 482,47 kB | Adobe PDF | Visualizar/Abrir |
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