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 |
Files in This Item:
File | Description | Size | Format | ||
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electrochemical_synthesis_of_-20231211112008463.pdf | 2.76 MB | Adobe PDF | View/Open |