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N,O-Bis(trifluoroacetyl)hydroxylamine as a Useful Electrophilic Nitrogen Source:  Catalytic Synthesis of N-(Trifluoroacetyl)sulfilimines

C. S. Tomooka, D. D. LeCloux, H. Sasaki and E. M. Carreira*

*Laboratorium für Organische Chemie, ETH Zürich, HCI H335, Vladimir-Prelog-Weg 3, 8093 Zürich, Switzerland, Email: carreiraorg.chem.ethz.ch

C. S. Tomooka, D. D. LeCloux, H. Sasaki, E. M. Carreira, Org. Lett., 1999, 1, 149-151.

DOI: 10.1021/ol9900515


Abstract

A Cu(OTf)2-catalyzed trifluoroacetamidation of sulfides with a hydroxamic acid anhydride salt provides N-(trifluoroacetyl)sulfilimines. The salient features of this salt include its ease of synthesis from trifluoroacetic anhydride and hydroxylamine hydrochloride as inexpensive, commercially available starting materials.

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Key Words

sulfilimines


ID: J54-Y1999