37075-66-4Relevant academic research and scientific papers
Chemoselective Deprotection of Sulfonamides under Acidic Conditions: Scope, Sulfonyl Group Migration, and Synthetic Applications
Javorskis, Tomas,Orentas, Edvinas
, p. 13423 - 13439 (2017/12/26)
Chemoselective acidic hydrolysis of sulfonamides with trifluoromethanesulfonic acid has been evaluated as a deprotection method and further extended to more complex synthetic applications. In contrast to conventional troublesome sulfonamide hydrolysis, a near-stoichiometric amount of acid was found to be sufficient to bring about efficient deprotection of various neutral or electron-deficient N-arylsulfonamides, whereas electron-rich substrates provided sulfonyl group migration products. The deprotection method developed is fully selective for N-arylsulfonamides, and the possibility to discriminate among various different sulfonamides is demonstrated.
Aqueous ring opening of N-tosylaziridine with aniline derivatives
Zhu, Mengping,Moasser, Bahram
experimental part, p. 2288 - 2291 (2012/07/28)
A series of N-(p-X-phenyl)-N'-(p-toluenesulfonyl)1,2-ethylenediamines compounds, TsN(H)CH2CH2N(H)PhX, were synthesized by the uncatalyzed ring opening reaction of N-tosylaziridine with p-X-aniline derivatives in pure water at 50 °C. No solvolysis product was observed and the only side product was that of a subsequent ring opening reactions of N-tosylaziridine with the product anilines leading to substituted diethylenetriamines, XPhN(CH2CH2NTs)2.
