ChemInform Abstract: IMINATION OF SULFUR‐CONTAINING COMPOUNDS. XVI. ARENESULFONYLIMINATION OF N‐SUBSTITUTED HALOMETHANESULFENYLAMIDES

Abstract

Die N‐Acyl‐sulfenylamide (I) reagieren mit Na‐chloramiden von Sulfonsäuren unter Bildung der S‐Iminierungsprodukte (II).

Imination of Sulfur-Containing Compounds: XXXVI. A New Method of Synthesis and Oxidative Arylsulfonylimination of Sulfenamides

“…Like N-aroyl-N'-arylsulfonyltrichloromethanesulfinimidamides [19], compounds VIc and VId showed no molecular ion peak in the mass spectra. Presumably, their molecular ions are unstable because of the large size.…”

“…Another equally important reaction leading to sulfinimidamides is oxidative imination of sulfenamides with N-halo derivatives [4,5]. Here, the ability of sulfenamides to undergo imination with N-halo compounds is determined by the structure of the initial sulfenamide [19], nucleophilicity of the sulfur atom therein [20,21], acidity of the substrate [22], strength of the C-S bond [23], solvent nature [13,24], and other factors which should be taken into account in each particular case. Therefore, it was interesting to study oxidative imination of sulfenamides IIa and IIb with N-chloro-arenesulfonamide sodium salts.…”