N,O-Bis(trifluoroacetyl)hydroxylamine as a useful electrophilic nitrogen source: catalytic synthesis of N-(trifluoroacetyl)sulfilimines.
[formula: see text] In the presence of catalytic quantites of Cu(OTf)2 the novel hydroxamic acid anhydride salt functions competently in the trifluoroacetamidation of sulfides to afford N-(trifluoroacetyl)sulfilimines. The salient features of this salt include its ease of synthesis from the inexpensive, commercially available starting materials trifluoroacetic anhydride and hydroxylamine hydrochloride.
Tomooka
C S
CS
California Institute of Technology, Pasadena 91125, USA.
LeCloux
D D
DD
Sasaki
H
H
Carreira
E M
EM
D000081:Acetamides; D002384:Catalysis; D005463:Fluoroacetates; D006898:Hydroxylamines / Q000737:chemistry*; D007097:Imines / Q000138:chemical synthesis*; D009584:Nitrogen / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000081:Acetamides; D005463:Fluoroacetates; D006898:Hydroxylamines; D007097:Imines; C410328:N,O-bis(trifluoroacetyl)hydroxylamine; D014269:Trifluoroacetic Acid; D009584:Nitrogen