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BIBTEX RIS

Síntese do monastrol e novos compostos de Biginelli promovida por In(OTf)3

2005; Brazilian Chemical Society; Volume: 28; Issue: 6 Linguagem: Inglês

10.1590/s0100-40422005000600015

ISSN

1678-7064

Autores

Marla N. Godoi, Hellen S. Costenaro, Eliane Kramer, Paola S. Machado, Marcelo G. Montes D’Oca, Dennis Russowsky,

Tópico(s)

Synthesis and biological activity

Resumo

NEW BIGINELLI COMPOUNDS PROMOTED BY In(OTf) 3 .In this paper, we describe a practical route for the synthesis of Biginelli compounds using In(OTf) 3 .To study the generality of this catalyst, several examples using aromatic aldehydes, 1,3-dicarbonyl compounds, urea, and thiourea were investigated.The present procedure provides an efficient modification of the classical Biginelli reaction, namely short reaction times and simple work-up, that not only preserves the simplicity of the original protocol but also produces excellent yields of 3,4-dihydropyridin-2(1H)-ones.Thiourea was used with similar success to provide the corresponding 3,4-dihydropyridin-2(1H)-thiones.In this case, the (+/-)-monastrol, antimitotic agent, was obtained in 92% yield and new thio analogues were synthesized.

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