Authors:	Linden, Martin Hofmann, Silja Herman, Antonia Ehler, Nicole Bär, Robin M. Waldvogel, Siegfried R.
Title:	Electrochemical synthesis of pyrazolines and pyrazoles via [3+2] dipolar cycloaddition
Online publication date:	3-Aug-2023
Year of first publication:	2023
Language:	english
Abstract:	Pyrazolines and pyrazoles are common and important motifs of pharmaceutical agents and agrochemicals. Herein, the first electrochemical approach for their direct synthesis from easily accessible hydrazones and dipolarophiles up to decagram scale is presented. The application of a biphasic system (aqueous/organic) even allows for the conversion of highly sensitive alkenes, wherein inexpensive sodium iodide is employed in a dual role as supporting electrolyte and mediator. In addition, mechanistic insight into the reaction is given by the isolation of key step intermediates. The relevance of the presented reaction is underlined by the synthesis of commercial herbicide safener mefenpyr-diethyl in good yields.
DDC:	540 Chemie 540 Chemistry and allied sciences
Institution:	Johannes Gutenberg-Universität Mainz
Department:	FB 09 Chemie, Pharmazie u. Geowissensch.
Place:	Mainz
ROR:	https://ror.org/023b0x485
DOI:	http://doi.org/10.25358/openscience-9314
Version:	Published version
Publication type:	Zeitschriftenaufsatz
License:	CC BY-NC-ND
Information on rights of use:	https://creativecommons.org/licenses/by-nc-nd/4.0/
Journal:	Angewandte Chemie : international edition 62 9
Pages or article number:	e202214820
Publisher:	Wiley-VCH
Publisher place:	Weinheim
Issue date:	2023
ISSN:	1521-3773
Publisher DOI:	10.1002/anie.202214820
Relations:	is version of 10.25358/openscience-10134
Appears in collections:	DFG-491381577-H