title: Access to Pyrazolidin-3,5-diones through Anodic N-N Bond Formation.
abstract: Pyrazolidin-3,5-diones are important motifs in heterocyclic chemistry and are of high interest for pharmaceutical applications. In classic organic synthesis, the hydrazinic moiety is installed through condensation using the corresponding hydrazine building blocks. However, most N,N'-diaryl hydrazines are toxic and require upstream preparation owing to their low commercial availability. We present an alternative and sustainable synthetic approach to pyrazolidin-3,5-diones that employs readily accessible dianilides as precursors, which are anodically converted to furnish the N-N bond. The electroconversion is conducted in a simple undivided cell under constant-current conditions.
authors.affiliation: Institute of Organic Chemistry, Duesbergweg 10-14, 55128, Mainz, Germany.|Graduate School Materials Science in Mainz, Staudingerweg 9, 55128, Mainz, Germany.
authors.forename: Tile
authors.initials: T
authors.lastname: Gieshoff
authors.affiliation: Institute of Organic Chemistry, Duesbergweg 10-14, 55128, Mainz, Germany.
authors.forename: Dieter
authors.initials: D
authors.lastname: Schollmeyer
authors.affiliation: Institute of Organic Chemistry, Duesbergweg 10-14, 55128, Mainz, Germany. waldvogel@uni-mainz.de.|Graduate School Materials Science in Mainz, Staudingerweg 9, 55128, Mainz, Germany. waldvogel@uni-mainz.de.
authors.forename: Siegfried R
authors.initials: SR
authors.lastname: Waldvogel
keywords: N−N coupling; electrochemistry; green chemistry; heterocycles; pyrazolidin-3,5-diones