89557-03-9Relevant academic research and scientific papers
Styrylsulfonamides
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Page/Page column 22, (2010/11/24)
The present invention relates to the compounds of formula I: their pharmaceutically acceptable salts or esters, enantiomeric forms, diastereoisomers and racemates, the preparation of the above compounds, pharmaceutical compositions containing them and the
Synthesis of Vinyl Sulfonamides Using the Horner Reaction
Reuter, Deborah C.,McIntosh, Joel E.,Guinn, Ashley C.,Madera, Ann Marie
, p. 2321 - 2324 (2007/10/03)
A series of vinyl sulfonamides was synthesized using the Horner reaction of aldehydes and diphenylphosphorylmethane-sulfonamide. 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.
α,N-Alkanesulfonamide Dianions: Formation and Chemoselective C-Alkylation
Thompson, Mark E.
, p. 1700 - 1703 (2007/10/02)
Mono-N-substituted alkanesulfonamides such as 11 (Scheme I) can be treated with 2 equiv of a strong base (n-butyllithium or LDA) to generate the hitherto unreported dianionic species 12.Addition of electrophiles (alkylhalides, aldehydes, ketones, nitriles) to THF solutions of these dianions results in clean, chemoselective reaction on the carbon atom.Removal of the "protecting" group from nitrogen releases a primary sulfonamide, which may then be selectively functionalized.This method permits the preparation of a wide variety of substituted sulfonamides that might otherwise prove difficult to synthesize.As demonstration of the further utility of these adducts, β-hydroxy sulfonamides such as 14 were converted to either β-styrenesulfonamides 15 (and 16) or 1,2-thiazetidine 1,1-dioxides (18) (Scheme II).
