17796-75-7Relevant academic research and scientific papers
N-t-butanesulfinyl amide: An optimised and versatile access from readily available starting materials
Honraedt, Aurélien,Caillot, Gilles,Gras, Emmanuel
, p. 350 - 357 (2013)
We report the synthesis of t-butanesulfinylphthalimide and its complete regioselective ring opening by a range of nucleophiles. Further treatment of the obtained N-t-butanesulfinyl amides under basic conditions has been shown to give t-butanesulfinamide. Although the involvement of chiral nucleophiles in this process did not allow the isolation of enantiomerically pure t-butanesulfinamide, we have accessed in a rapid and efficient fashion the original compounds bearing two H-bond sites and two chiral centers that shall potentially exhibit some organocatalytic activity by comparison with known structurally related compounds.
Preparation of sulfenyl pyrroles
Gillis, H. Martin,Greene, Lana,Thompson, Alison
experimental part, p. 112 - 116 (2009/06/18)
Sulfenyl groups are attracting interest as masking/protecting groups for pyrroles. A facile one-step synthesis of sulfenyl pyrroles, involving the reaction of pyrroles with N-(aryl- and alkylthio)phthalimides in the presence of MgBr2, is reported and the methodology extends to include sulfinyl pyrroles. The one-step procedure gives good yields and is more efficient and practical than current multistep protocols to sulfenyl pyrroles that involve thiocyanato pyrrolic intermediates. A convenient procedure for the synthesis of N-(aryl- and alkylthio)phthalimides is also reported. Georg Thieme Verlag Stuttgart.
