Please use this identifier to cite or link to this item:
https://repositorio.ufba.br/handle/ri/15053
metadata.dc.type: | Artigo de Periódico |
Title: | Synthesis of multi-functionalized 1-azabicycles through MAOS acid catalyzed formal aza-[3+3] cycloaddition of heterocyclic enaminones with oxazolones |
Other Titles: | Tetrahedron Letters |
Authors: | Cunha, Silvio do Desterro Santos Filho, Raimundo Francisco dos Saraiva, Katharine Hodel Santos, Alene Vanessa Azevedo Menezes, Diego |
metadata.dc.creator: | 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. |
Keywords: | Indolizidinones Quinolizidinones Erlenmeyer–Plöchl azalactones Bi(NO3)3·5H2O Microwave heating |
metadata.dc.rights: | Acesso Aberto |
URI: | http://repositorio.ufba.br/ri/handle/ri/15053 |
Issue Date: | 2013 |
Appears in Collections: | Artigo Publicado em Periódico (Química) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
1-s2.0-S0040403913006394-main.pdf | 482,47 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.