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. 2006 Nov 23;8(24):5573-5.
doi: 10.1021/ol0622662.

Synthesis of novel pentafluorosulfanylfurans. Two retro-Diels-Alder approaches

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Synthesis of novel pentafluorosulfanylfurans. Two retro-Diels-Alder approaches

William R Dolbier Jr et al. Org Lett. .

Abstract

The first examples of furan substituted with an SF5 group are reported. 3-pentafluorosulfanylfurans were prepared from their respective 2-pentafluorosulfanyl-5-cyano-7-oxabicyclo[2.2.1]hept-2-ene precursors via retro-Diels-Alder reactions. Also, a tandem cycloaddition/retrocycloaddition reaction between 4-phenyloxazole and 1-pentafluorosulfanylhex-1-yne was used to prepare 3-pentafluorosulfanyl-4-butylfuran. [reaction: see text].

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