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2005
Sulfonamides
Q 0560
A General Method for the Preparation of N-Sulfonyl Aldimines and Ketimines.
A simple and efficient two-step process is developed for the preparation of a large
22- 079 —
variety of title compounds by reaction of aldehydes or ketones with sulfinamides and
further oxidation of the resulting N-sulfinylimines with m-CPBA. The method is effective for both aromatic and aliphatic carbonyl compounds: those containing enolizable
protons and those that are prone to oxidation or sensitive to acidic media. The method
is extended to a chiral sulfinamide and a chiral ketone showing that it does not affect
the configuration of α-stereogenic centers and that it proceeds without epoxidation of
the disubstituted double bond. — (GARCIA RUANO*, J. L.; ALEMAN, J.; CID, M.
B.; PARRA, A.; Org. Lett. 7 (2005) 2, 179-182; Dep. Quim. Org., Univ. Auton.,
Cantoblanco, E-28049 Madrid, Spain; Eng.) — Steudel
2005
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