Authors:	Winter, Johannes Prenzel, Tobias Wirtanen, Tom Schollmeyer, Dieter Waldvogel, Siegfried R.
Title:	Direct electrochemical synthesis of 2,3-disubstituted quinoline N-oxides by cathodic reduction of nitro arenes
Online publication date:	23-Feb-2024
Year of first publication:	2022
Language:	english
Abstract:	The use of electric current in synthetic organic chemistry offers a sustainable tool for the selective reductive synthesis of quinoline N-oxides starting from easily accessible nitro compounds. The reported method employs mild and reagent-free conditions, a simple undivided cell, and constant current electrolysis set-up which provides conversion with a high atom economy. The synthesis of 30 differently substituted quinoline N-oxides was successfully performed in up to 90 % yield. Using CV studies, the mechanism of the selective formation of the quinoline N-oxides was elucidated. The technical relevance of the described reaction could be shown in a 50-fold scale-up reaction.
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-10116
Version:	Published version
Publication type:	Zeitschriftenaufsatz
Document type specification:	Scientific article
License:	CC BY-NC-ND
Information on rights of use:	https://creativecommons.org/licenses/by-nc-nd/4.0/
Journal:	Chemistry - a European journal 29 12
Pages or article number:	e202203319
Publisher:	Wiley
Publisher place:	Weinheim
Issue date:	2022
ISSN:	1521-3765
Publisher DOI:	10.1002/chem.202203319
Appears in collections:	DFG-491381577-H