63235-31-4Relevant articles and documents
Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen: Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides
Makosza, Mieczyslaw,Bialecki, Maciej
, p. 4878 - 4888 (2007/10/03)
A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The σ adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkyl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of animation.
SULFENAMIDES AND SULFINAMIDES VIII. THE CHROMATOGRAPHY OF ARYL SULFENAMIDES
Chan, Christopher,Cole, Edward R.,Southwell-Keely, Peter T.
, p. 63 - 74 (2007/10/02)
Substituent effects with respect to position and extent of substitution in a series of N-aryl benzenesulfenamides (ArSNHAr') have been examined over several chromatographic systems.In normal phase TLC, although methyl substitution in either ring leads to
