Regioselective Fluoroalkoxylation and Polyfluoroalkoxylation of Activated Polyhalobenzenes

Gupton J., 1982, Synth. Commun., 12, 695, 10.1080/00397918208061904

Idoux J., 1983, J. Org. Chem., 48, 3771, 10.1021/jo00169a033

Tiecco M., 1979, J. Org. Chem., 44, 2642, 10.1021/jo01329a011

Tiecco M., 1980, J. Org. Chem., 45, 4376, 10.1021/jo01310a022

Bobbitt J., 1960, J. Org. Chem., 25, 560, 10.1021/jo01074a018

Gerstenberger M., 1981, Angew. Chem. Int. Ed. Engl., 20, 647, 10.1002/anie.198106471

Infrared spectra were recorded on either a Perkin Elmer Model 1420 infrared spectrometer or a Nicolet MXS FT IR as thin films or nujol mulls. NMR spectra were obtained in CC14, DCC13, or Me2SO - d6solutions [(CH3)4SI internal standard] at 60 MHz with a Varian EM-360 spectrometer. All boiling points and melting points are uncorrected and melting points were recorded on a Fisher-Johns melting-point apparatus

When polyfluoroalkoxylation was desired, 2.2–3.0 equivalents of sodium hydride and 2,2,2-trifluoroethanol were used relative to the amount of the dihalobenzene substrate