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https://repositorio.ufba.br/handle/ri/12096
metadata.dc.type: | Artigo de Periódico |
Título : | Exploring the reaction of multifunctional allylic bromides with N,S-dinucleophiles: isothiouronium salts and analogs as useful motifs to assemble the 1,3-thiazine core |
Otros títulos : | ARKIVOC - Online Journal of Organic Chemistry |
Autor : | Sá, Marcus Mandolesi Ferreira, Misael Bortoluzzi, Adailton João Fernandes, Luciano Gonçalves Cunha, Silvio do Desterro |
metadata.dc.creator: | Sá, Marcus Mandolesi Ferreira, Misael Bortoluzzi, Adailton João Fernandes, Luciano Gonçalves Cunha, Silvio do Desterro |
Resumen : | The reactivity profile of allylic bromides (derived from the Morita-Baylis-Hillman reaction) towards thiourea derivatives and further transformations of the resulting isothiuronium bromides are described. Isothiuronium salts, prepared in near quantitative yields, undergo a selective acetylation or a base-promoted intramolecular cyclization to give 2-amino-1,3-thiazin-4-ones in good overall yields. Besides the simplicity of the reaction, conditions, and purification steps, the methods presented here furnished high-purity products. The structural characterization of representative compounds was unequivocally confirmed by X-ray diffraction analysis. |
Palabras clave : | 1,3-thiazinone Allylic bromide Aqueous solvent Isothiuronium salt |
URI : | http://www.repositorio.ufba.br/ri/handle/ri/12096 |
Fecha de publicación : | 2010 |
Aparece en las colecciones: | Artigo Publicado em Periódico (Química) |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
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Marcus M. Sá.pdf | 466,42 kB | Adobe PDF | Visualizar/Abrir |
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