Use este identificador para citar ou linkar para este item:
https://locus.ufv.br//handle/123456789/18235
Tipo: | Artigo |
Título: | Calix[n]arene-catalyzed three-component povarov reaction: microwave-assisted synthesis of Julolidines and mechanistic insights |
Autor(es): | Abranches, Paula Aline da Silva Paiva, Walysson Ferreira de Fátima, Angelo de Martins, Felipe Terra Fernandes, Sergio Antonio |
Abstract: | A new one-pot cascade reaction-based application of Povarov reactions with a p-sulfonic acid calix[4]arene catalyst for the synthesis of a series of 34 julolidine derivatives with substituents at C8 or C9 in good to excellent yields is reported. These microwave-assisted reactions proceeded efficiently, had short reaction times, were metal-free, were low cost, and used an inexpensive, easily available and nontoxic catalyst. These advantages, along with a simple workup procedure, make this protocol a very efficient and green alternative to the traditional methods for constructing these types of N- heterocyclic skeletons. In addition, this protocol allows the formation of julolidine structures, which requires the construction of four new C−C bonds and two C−N bonds. A mechanism for the Povarov reaction involving a stepwise sequence via ionic intermediates was proposed and validated. |
Palavras-chave: | Povarov reaction Calix[n]arene-catalyzed |
Editor: | The Journal of Organic Chemistry |
Tipo de Acesso: | American Chemical Society |
URI: | https://doi.org/10.1021/acs.joc.7b02532 http://www.locus.ufv.br/handle/123456789/18235 |
Data do documento: | 16-Jan-2018 |
Aparece nas coleções: | Artigos |
Arquivos associados a este item:
Arquivo | Descrição | Tamanho | Formato | |
---|---|---|---|---|
artigo.pdf Until 2100-12-31 | Texto completo | 2,43 MB | Adobe PDF | Visualizar/Abrir ACESSO RESTRITO |
Os itens no repositório estão protegidos por copyright, com todos os direitos reservados, salvo quando é indicado o contrário.