N-Hydroxy sulfonimidamides as new nitroxyl (HNO) donors

Chlorination and condensation of simple sulfinamides with O-benzyl and O-tert-butyl dimethyl siloxy hydroxylamine gives O-protected N-hydroxy sulfonimidamides. Deprotection of these compounds produces the corresponding sulfinamide and nitrous oxide, which provides evidence for the intermediacy of nitroxyl (HNO) and identifies these compounds as new potential HNO donors.

Graphical abstractChlorination and condensation of simple sulfinamides with O-benzyl and O-tert-butyl dimethyl siloxy hydroxylamine gives O-protected N-hydroxy sulfonimidamides. Deprotection of these compounds produces the corresponding sulfinamide and nitrous oxide, which provides evidence for the intermediacy of nitroxyl (HNO) and identifies these compounds as new potential HNO donors.Figure optionsDownload full-size imageDownload as PowerPoint slide