Microwave-Assisted Convenient Syntheses of 2-Indolizine Derivatives from Morita-Baylis-Hillman Adducts: Newin silicoPotential Ion Channel Modulators

Autor: Ramon G. de Oliveira, Mário L. A. A. Vasconcellos, Saraghina Maria Donato da Cunha
Rok vydání: 2013
Předmět:
Zdroj: Journal of the Brazilian Chemical Society.
ISSN: 0103-5053
DOI: 10.5935/0103-5053.20130056
Popis: Neste artigo, um estudo sintetico assistido por irradiacao de micro-ondas para produzir 2-indolizina-carbonitrila e 2-indolizina-carboxilato de metila em bons a altos rendimentos (70 e 81%) em uma etapa a partir de adutos de Morita-Baylis-Hillman (AMBH) e apresentado. Estes compostos foram subsequentemente transformados em altos rendimentos (94-100%) em tres derivados 2-indolizinicos. Os cinco compostos sintetizados foram idealizados in silico objetivando potenciais atividades seletivas como moduladores de canais ionicos. Estas atividades foram sugeridas pelos valores de pontuacao usando o programa quimioinformatico Molinspiration. In this work, a microwave-assisted synthesis study by microwave irradiation to produce indolizine-2-carbonitrile and indolizine-2-carboxylate in good to high yields (70 and 81%, respectively) in one step from Morita-Baylis-Hillman adducts (MBHA) is presented. These compounds were subsequently transformed to high yields (94 to 100%, respectively) in three 2-indolizine derivatives. The five synthesized compounds were designed in silico aiming to present potential selective activities as ion channel modulators. These activities were suggested by the score values using Molinspiration Cheminformatics program.
Databáze: OpenAIRE