Categories: N=S Bond Formation >
Synthesis of sulfoximines
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Recent Literature
A rhodium-catalyzed transfer of carbamates to sulfoxides enables a convenient
synthesis of N-protected sulfoximines under mild conditions.
Sulfoximines, including 4-membered thietane-oximines, bearing Boc and Cbz groups
are readily deprotected.
M. Zenzola, R. Doran, R. Luisi, J. A. Bull, J. Org. Chem.,
2015,
80, 6391-6399.
In a preparation of N-alkyl-substituted sulfoximines from sulfides, in
situ generated N-bromoalkylamines serve as readily accessible imidating
agents leading to N-alkylsulfiliminium bromides that are subsequently
oxidized providing the desired products. This unprecedented one-pot
imidation/oxidation sequence provides gram quantities of product in a short
period of time avoiding the use of toxic alkylating reagents.
C. A. Dannenberg, V. Bizet, C. Bolm,
Synthesis, 2015, 47, 1951-1959.
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Sulfoximines, sulfilimines, sulfinimides, sulfonimidates and sulfonimidamides - the chiral sulfur connection |