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Iodinane- and Metal-Free Synthesis of N-Cyano Sulfilimines: Novel and Easy Access of NH-Sulfoximines

Olga García Mancheño, Olivia Bistri and Carsten Bolm*

*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52056 Aachen, Germany, Email:

O. García Mancheño, O. Bistri, C. Bolm, Org. Lett., 2007, 9, 3809-3811.

DOI: 10.1021/ol7016577 (free Supporting Information)

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The synthesis of N-cyanosulfilimines can readily be achieved by reaction of the corresponding sulfides with cyanogen amine in the presence of a base and NBS or I2 as halogenating agents. Oxidation followed by decyanation affords synthetically useful sulfoximines.

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Key Words

Imination, Sulfoximines, Sulfilimines, NBS, MCPBA

ID: J54-Y2007-3010