Synthesis of CF3-Substituted Sulfoximines from Sulfonimidoyl Fluorides

N-Protected trifluoromethyl-substituted sulfoximines have been prepared by treatment of sulfonimidoyl fluorides with a combination of the Ruppert−Prakash reagent (TMSCF3) and tetrabutyl ammonium fluoride (TBAF). The starting materials were accessed following two synthetic routes, and for each reacti...

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Bibliographic Details
Published in:Organic letters Vol. 13; no. 4; pp. 768 - 771
Main Authors: Kowalczyk, Rafal, Edmunds, Andrew J. F, Hall, Roger G, Bolm, Carsten
Format: Journal Article
Language:English
Published: United States American Chemical Society 18-02-2011
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Summary:N-Protected trifluoromethyl-substituted sulfoximines have been prepared by treatment of sulfonimidoyl fluorides with a combination of the Ruppert−Prakash reagent (TMSCF3) and tetrabutyl ammonium fluoride (TBAF). The starting materials were accessed following two synthetic routes, and for each reaction sequence the substrate scope was evaluated. Accordingly, a wide variety of aryl-substituted products were obtained in moderate to good yield.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol103030w