Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-9785
Authors: Schneider, Johannes
Blum, Stephan P.
Waldvogel, Siegfried R.
Title: Electrochemical synthesis of sulfonamides in single-pass flow
Online publication date: 11-Dec-2023
Year of first publication: 2023
Language: english
Abstract: An electrochemical multicomponent synthesis of sulfonamides at room temperature in single-pass flow is presented. In contrast to batch-type electrolysis, an undivided flow cell setup with a stainless-steel cathode and either a boron-doped diamond (BDD) anode or a glassy carbon anode can be employed. Simply by using SO2 stock solutions, less atom-economic sulfur dioxide surrogates can be avoided. Moreover, no additional supporting electrolytes are required due to the in-situ generation of amidosulfinates, which also serve as intermediate for this transformation. This protocol allows sulfonamides to be synthesized directly from non-prefunctionalized electron-rich arenes with amines and SO2. In total, 10 examples are demonstrated with isolated yields up to 92 %. The robust scalability of this electrosynthesis with an easy downstream processing was also proven.
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-9785
Version: Published version
Publication type: Zeitschriftenaufsatz
License: CC BY
Information on rights of use: https://creativecommons.org/licenses/by/4.0/
Journal: ChemElectroChem
10
23
Pages or article number: e202300456
Publisher: Wiley-VCH
Publisher place: Weinheim
Issue date: 2023
ISSN: 2196-0216
Publisher DOI: 10.1002/celc.202300456
Appears in collections:DFG-491381577-G

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