Synthesis of Vinyl Sulfonamides Using the Horner Reaction

Abstract

A series of vinyl sulfonamides was synthesized using the Horner reaction of aldehydes and diphenylphosphorylmethanesulfonamide. The sulfonamide reagent was easily prepared and can be stored indefinitely. The trans orientation about the double bond of the vinyl sulfonamides was the only isomer observed.

Key words

sulfonamides - E-alkenes - Horner reaction - aldehydes - ylides

References

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1

Roche Bioscience Summer Intern Student; Current address: Elan Pharmaceuticals, 800 Gateway Blvd., South San Francisco, CA 94080.

11

It is believed that the lower yields of products 14, 15, and 17 result from poor aldehyde purity.