Literature DB >> 27392318

Access to Pyrazolidin-3,5-diones through Anodic N-N Bond Formation.

Tile Gieshoff1,2, Dieter Schollmeyer1, Siegfried R Waldvogel3,4.   

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.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  N−N coupling; electrochemistry; green chemistry; heterocycles; pyrazolidin-3,5-diones

Year:  2016        PMID: 27392318     DOI: 10.1002/anie.201603899

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  12 in total

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