新型五氟硫烷基呋喃的合成。两种逆狄尔斯-阿尔德方法。
Synthesis of novel pentafluorosulfanylfurans. Two retro-Diels-Alder approaches.
作者信息
Dolbier William R, Mitani Akira, Xu Wei, Ghiviriga Ion
机构信息
Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.
出版信息
Org Lett. 2006 Nov 23;8(24):5573-5. doi: 10.1021/ol0622662.
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].
报道了首个被SF5基团取代的呋喃的实例。3-五氟硫烷基呋喃是由其各自的2-五氟硫烷基-5-氰基-7-氧杂双环[2.2.1]庚-2-烯前体通过逆狄尔斯-阿尔德反应制备的。此外，4-苯基恶唑与1-五氟硫烷基己-1-炔之间的串联环加成/逆环加成反应被用于制备3-五氟硫烷基-4-丁基呋喃。[反应：见正文]
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