Electrosynthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates mediated by NH4I. (9th November 2021)

• Record Type: Journal Article
• Authors: Mulina, Olga M.; Doronin, Mikhail M.; Terent'ev, Alexander O.
• Is Part Of: Tetrahedron letters. Volume 84(2021)
• Publication Date: 2021-11-09
• Subjects: Oxidation -- Electrosynthesis -- Sulfonylation -- Vinyl azides -- Sodium sulfinates; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153436
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A wide range of N -unsubstituted enaminosulfones were obtained via electrochemical sulfonylation of vinyl azides with sulfonyl radicals generated from sodium sulfinates. The discovery of N -unsubstituted enaminosulfones synthesis is based on a unique ability of the azido group to eliminate the N2 molecule. The process is performed under constant current conditions in an experimentally convenient undivided electrochemical cell equipped with a graphite anode and a stainless steel cathode applying NH4 I both as the redox catalyst and the supporting electrolyte.