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Partially Fluorinated Heterocyclic Compounds. Part 13. The Formation of Some Furan Derivatives from Polyfluoroaryl Prop-2-ynyl Ethers
Brooke, Gerald M.,Wallis, Derek I.
, p. 1417 - 1420 (1981)
Pentafluorophenyl prop-2-ynyl ether (1) undergoes isomerisation to 2-fluoromethyl-4,5,6,7-tetrafluorobenzofuran (3) on distillation in vacuo over silica at 370 deg C.The ether (1) undergoes reaction with benzene and p-xylene at 140 deg C to give the 2-arylmethyl-4,5,6,7-tetrafluorobenzofuran derivatives (4) and (8) respectively, while 1,3,4,5,6,7,8-heptafluoro-2-naphthyl prop-2-ynyl ether (2) reacts with the same solvents at 140 deg C to give the corresponding 2-arylmethyl-4,5,6,7,8,9-hexafluoronaphthofuran derivatives (9) and (10) respectively.
