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Chemoselective fluorination of 2-hydroxy-3,4,7,8-tetrahydro-2H-chromen-5(6H)-ones using DAST

✍ Scribed by Helio G. Bonacorso; Liliane M.F. Porte; Jussara Navarini; Gisele R. Paim; Fábio M. Luz; Lenon M. Oliveira; Carson W. Whietan; Marcos A.P. Martins; Nilo Zanatta

Book ID: 104099207
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 340 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2011.04.070

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✦ Synopsis

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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