Abstract
Perfluoro-2,3-dialkyloxaziridines rearrange at 120–160 °C into R1NCF-OR′, quantitatively. Reaction with SbF5 at elevated temperature leads to the formation of the isomeric alkoxy imines RtONCFR′f,. Reaction with CsF in the absence of a solvent results in formation of a mixture of the corresponding acyl fluoride R′fC(O)F and N-fluoro imine R′tCFNF. In contrast, reaction between perfluoro-2-butyl-3-propyloxaziridine and CsF in MeCN produces C4F9ONCFC3F7. Interaction of this oxaziridine with polyfluoro ketones and COF2 in the presence of CsF in polar solvents leads to the formation of alkoxy imines R″fONCFC3F7.
Published Version
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More From: Journal of the Chemical Society, Perkin Transactions 1
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