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Fluorination of Thiocarbonyl Compounds with Bis(2-methoxyethyl)aminosulfur Trifluoride (Deoxo-Fluor Reagent):  A Facile Synthesis of gem-Difluorides

Gauri S. Lal*, Elyse Lobach and Ann Evans

*Air Products and Chemicals Inc., 7201 Hamilton Boulevard, Allentown, Pennsylvania 18195-1501, USA

G. S. Lal, E. Lobach, A. Evans, J. Org. Chem., 2000, 65, 4830-4832.

DOI: 10.1021/jo000020j


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Abstract

Various thiocarbonyl derivatives (thioketones, thioesters, thioamides, dithioesters, and dithiocarbamates) were converted to the corresponding gem-difluorides in excellent yields on reaction with bis(2-methoxyethyl)aminosulfur trifluoride as fluorinating reagent in the presence of SbCl3.

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Bis(2-methoxyethyl)aminosulfur Trifluoride: A New Broad-Spectrum Deoxofluorinating Agent with Enhanced Thermal Stability

G. S. Lal, G. P. Pez, R. J. Pesaresi, F. M. Prozonic, H. Cheng, J. Org. Chem., 1999, 7048-7054.


Key Words

gem-difluorides


ID: J42-Y2000