205641-99-2Relevant articles and documents
An efficient route to 4-(substituted benzyl)piperidines
Furman, Bart?omiej,Dziedzic, Magdalena
, p. 8249 - 8252 (2003)
A novel approach to 4-(substituted benzyl)piperidines has been developed. The key steps involve the cyclization of imines bearing an allylsilane in the side-chain followed by the palladium-catalyzed cross-coupling of the resulting 4-methylenepiperidine with organoboronic acids under an atmosphere of oxygen.
One-Pot synthesis of sulfonamides from primary and secondary amine derived sulfonate salts using cyanuric chloride
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Asrari, Zeinab,Behrouz, Somayeh,Amini, Zohreh,Behrouz, Marzieh
experimental part, p. 3983 - 3988 (2010/03/26)
A convenient, mild and efficient one-pot synthesis of new sulfonamides is described. The reaction of primary or secondary amine derived sulfonate salts in the presence of cyanuric chloride, triethylamine as base, and anhydrous acetonitrile as solvent at room temperature gives the corresponding sulfonamides in good to excellent yields. Georg Thieme Verlag Stuttgart.
Cleavage of sulfonamides with phenyldimethylsilyllithium
Fleming, Ian,Frackenpohl, Jens,Ila, Hiriyakkanavar
, p. 1229 - 1235 (2007/10/03)
The toluene-p-sulfonamides of secondary amines and indoles are cleaved by treatment with phenyldimethylsilyllithium to give the secondary amines. Aziridine toluene-p-sulfonamides, however, are opened by attack of the silyllithium reagent on carbon to give β-silylethyl sulfonamides. The aziridine toluene-p-sulfonamide 22 derived from norbornene is different in giving the 2-[dimethyl(phenyl)silyl]-4-methylbenzenesulfonamide 23 of exo-norbornylamine. The aziridine toluene-p-sulfonamides 26, 28 and 30, derived from methyl cinnamate, methyl acrylate and cinnamyl acetate, are also anomalous, giving 3-[N-(p-tolylsulfonyl)amino]-3-phenylpropionic acid 27, {3-[N-(p-tolylsulfonyl)amino]propionyl}-dimethyl(phenyl)silane 29 and trans-cinnamyl alcohol 31, respectively, each derived by opening of the aziridine ring followed by loss of the silyl group.