Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1315098 | Journal of Fluorine Chemistry | 2007 | 9 Pages |
Trifluoromethanesulfonylimides of arenehydroxamic acids ArC(NSO2CF3)NHOH (1), analogues of arenehydroxamic acids, in which sp2 hybridized oxygen atom is replaced by the much stronger electron-withdrawing group NSO2CF3, have been synthesized, and the abilities of these compounds to undergo transformations similar to the Lossen rearrangement have been studied.At heating O-trimethylsilyl or O-tosyl derivatives of acids 1 rearrange to carbodiimides ArNCNSO2CF3 or products of their hydration, the corresponding carbamides. Interaction of acids 1 with sulfinyl chloride or phosphorus pentachloride results in formation of N-trifluoromethylsulfonyl-N′-arenechloroformamidines, ArNHC(Cl)NSO2CF3, which were transformed into their morpholine derivatives and thus characterized.
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