291514-07-3Relevant academic research and scientific papers
Design and synthesis of cyclic sulfonamides and sulfamates as new calcium sensing receptor agonists
Kiefer, Lionel,Gorojankina, Tatiana,Dauban, Philippe,Faure, Hélène,Ruat, Martial,Dodd, Robert H.
scheme or table, p. 7483 - 7487 (2011/02/21)
The design, synthesis and calcimimetic properties of various cyclic sulfonamides and sulfamates are described. The latter were prepared from the corresponding o-alkenylarenesulfonamides via copper- or rhodium-catalyzed intramolecular aziridination. The si
Synthesis of cyclic sulfonamides via intramolecular copper-catalyzed reaction of unsaturated iminoiodinanes
Dauban, Philippe,Dodd, Robert H.
, p. 2327 - 2329 (2007/10/03)
(equation presented) Olefinic primary sulfonamides were treated with iodebenzene diacetate and potassium hydroxide in methanol to give intermediate iminoiodinanes. Catalytic copper(I) or (II) triflate then provided intramolecular nitrene delivery leading to aziridene formation except in one case where a rare copper-catalyzed C-H insertion was observed. The aziridines could be opened by various nucleophiles (methanol, thiophenol, allylmagnesium bromide, benzylamine) to give the corresponding substituted cyclic sulfonamides.
