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Chemoselective fluorination of 2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-ones using DAST
Authors:Helio G Bonacorso  Liliane MF PorteJussara Navarini  Gisele R PaimFábio M Luz  Lenon M OliveiraCarson W Whietan  Marcos AP MartinsNilo Zanatta
Institution:Núcleo de Química de Heterociclos—NUQUIMHE, Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil
Abstract:In this study, diethylaminosulfur trifluoride (DAST) was successfully applied in monofluorination reactions of some trifluoromethyl substituted 2-hydroxy-2H-chromenones, employing a general, mild, and efficient methodology. The fluorinated compounds (2-fluoro-2H-chromenones) were synthesized as unique products by a chemoselective reaction in 63-81% yield despite the presence of different reactive sites subjected to reactions with DAST.
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