PHOTODETOSYLATION OF SULFONAMIDES INITIATED BY ELECTRON TRANSFER FROM AN ANIONIC SENSITIZER

Article abstract of DOI:10.1016/0040-4039(91)80348-A

A new and efficient photosensitized process for the detosylation of a wide variety of sulfonamides is presented.The excited β-naphthoxide anion is used as sensitizer, in methanol as solvent.Electron transfer from the excited naphthoxide anion to the electron-accepting sulfonamide leads, in the presence of sodium borohydride, to the recovering of amines after cleavage of the radical anion.