Selective S-methylation of highly fluorinated thiocarbamates |
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Authors: | Ines Chniti H Maouati D Merlet I Chehidi |
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Institution: | 1. Laboratory of Structural Organic Chemistry, Department of Chemistry, Faculty of Sciences of Tunis, University of Tunis–El Manar, Tunis, Tunisia;2. Equipe de RMN en milieu orienté, Université Paris-Sud, ICMMO, Orsay Cedex, France |
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Abstract: | A series of new S-methyl O-fluoroalkyl N-alkyl(aryl)imidothiocarbonates were prepared by S-methylation of various fluoroalkylated thiocarbamates with methyl iodide in the presence of cesium carbonate and tetrabutylammonium iodide (TBAI) in tetrahydrofuran (THF) at room temperature. As expected from the mostly soft electrophilic alkyl halide (MeI), no isomer products derived from N-methylation were detected. The products were characterized by spectroscopic (1H, 13C and 19F) NMR, infrared, and high-resolution mass spectrometric techniques. |
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Keywords: | Alkyl halide cesium carbonate imidothiocarbonate S-alkylation thiocarbamate |
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