Electrosynthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates mediated by NH4I

Electrosynthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates mediated by NH4I Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Output data

Year: 2021, Volume: 84, Article number : 153436, Pages count : DOI: 10.1016/j.tetlet.2021.153436

Authors

Mulina Olga M. ¹ , Doronin Mikhail M. ¹ , Terent'ev Alexander O. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russian Federation

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 NH4I both as the redox catalyst and the supporting electrolyte.

Mulina O.M. , Doronin M.M. , Terent'ev A.O.
Electrosynthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates mediated by NH4I
Tetrahedron Letters. 2021. V.84. 153436 . DOI: 10.1016/j.tetlet.2021.153436 WOS Scopus OpenAlex

Web of science:	WOS:000715850500006
Scopus:	2-s2.0-85116871058
OpenAlex:	W3203581723

DB	Citing
OpenAlex	6
Scopus	6
Web of science	5