Solvent-free conjugated addition of thiols to citral using KF/alumina: preparation of 3-thioorganylcitronellals, potential antimicrobial agents

作者: Eder J. Lenardão , Patrícia C. Ferreira , Raquel G. Jacob , Gelson Perin , Fábio P.L. Leite

DOI: 10.1016/J.TETLET.2007.07.103

关键词: CitronellalConjugated systemCatalysisAntimicrobialOrganic chemistryEssential oilChemistryCitralCymbopogon citratusThiophenolBiochemistryDrug discovery

摘要: Abstract A general, clean and easy method for the conjugated addition of thiols to citral promoted by KF/Al 2 O 3 under solvent-free conditions at room temperature or MW irradiation is described. It was found that same protocol applicable direct reaction thiophenol with essential oil lemon grass ( Cymbopogon citratus ) afford directly 3-thiophenylcitronellal, a potential bactericide agent. The extended others electron-poor alkenes excellent results. catalytic system can be reused up three times without previous treatment comparable activity.

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