105073-24-3Relevant academic research and scientific papers
Partially Fluorinated Heterocyclic Compounds. Part 20. Isomerisations of Pentafluorophenyl and 1,3,4,5,6,7,8-Heptafluoro-2-naphthyl Prop-2-ynyl Ethers. Reactions of the Naphthyl Ether and 2-Fluoromethyl-4,5,6,7,8,9-hexafluoronaphthofuran with 2,3-Dimethylbut-2-ene and with 3,3-...
Brooke, Gerald M.,Cooperwaite, John R.,Morpeth, Alan G.
, p. 2637 - 2642 (2007/10/02)
Pentafluorophenyl prop-2-ynyl ether (1) has been isomerised to 4,5,6,7-tetrafluoro-2-fluoromethylbenzofuran (2) in a liquid phase reaction while 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-ynyl ether (3) gave 4,5,6,7,8,9-hexafluoro-2-fluoromethylnaphthofuran (10) in both vapour phase and liquid phase reactions.Compounds (3) and (10) react with 2,3-dimethylbut-2-ene on heating to give 4,5,6,7,8,9-hexafluoro-2-(2,2,3-trimethylbut-3-enyl)naphthofuran (16) and a small amount of 4,5,6,7,8,9-hexafluoro-2-(2,3,3-trimethylbut-1-enyl)naphthofuran (15).Compound (10) reacts with 3,3-dimethylbut-1-ene at 25 deg C in the presence of BF3-diethyl ether to give 2-(3,4-dimethylpent-3-enyl)-4,5,6,7,8,9-hexafluoronaphthofuran (19) and a small amount of (16).Both (3) and (10) on thermolysis with 3,3-dimethylbut-1-ene give (16) and smaller amounts of (19) and (15), compounds (15) and (16) arising via reaction with 2,3-dimethylbut-2-ene formed by isomerisation of the terminal alkene. 2-Chloromethyl-4,5,6,7,8,9-hexafluoronaphthofuran (11) has been prepared; this reacts with 3,3-dimethylbut-1-ene in the presence of ZnCl2 to give (16), (15), and (19).
