1366416-71-8Relevant academic research and scientific papers
Room temperature syntheses of entirely diverse substituted β-fluorofurans
Li, Yan,Wheeler, Kraig A.,Dembinski, Roman
, p. 2395 - 2408 (2012/04/10)
Synthesis of highly substituted 3-fluorofurans is reported. The sequence began with preparation of tert-butyldimethylsilyl alk-1-en-3-yn-1-yl ethers from 1,4-disubstituted alk-3-yn-1-ones. Subsequent fluorination of alkenynyl silyl ethers with Selectfluor
Gold(I)-catalyzed cycloisomerization of 2-fluoroalk-3-yn-1-ones: Synthesis of 2,5-substituted 3-fluorofurans
Li, Yan,Wheeler, Kraig A.,Dembinski, Roman
scheme or table, p. 2761 - 2766 (2010/12/25)
Fluorination of 1,4-disubstituted tert-butyldimethylsilyl but-1-en-3-yn-1-yl ethers with Selectfluor gives 2-mono-fluorobut-3-yn-1-ones. Subsequent 5-endo-dig cyclization in the presence of chlorotriphenylphosphine gold(I)/silver trifluoromethanesulfonate (both 5 mol%, dichloromethane) under ambient conditions, provides a facile method for the generation of mainly 2,5-diaryl-substituted 3-fluorofurans in high yields (89-96%). The structure of 2-(4-bromophenyl)-3-fluoro-5-(4-methylphenyl)furan was confirmed by X-ray crystallography.
