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Electrochemical Synthesis of Sulfonamides in Single‐Pass Flow

Schneider, Johannes; Blum, Stephan P.; Waldvogel, Siegfried R.

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.


Verlagsausgabe §
DOI: 10.5445/IR/1000168365
Veröffentlicht am 13.02.2024
Originalveröffentlichung
DOI: 10.1002/celc.202300456
Scopus
Zitationen: 5
Web of Science
Zitationen: 5
Dimensions
Zitationen: 5
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 12.2023
Sprache Englisch
Identifikator ISSN: 2196-0216
KITopen-ID: 1000168365
HGF-Programm 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems
Erschienen in ChemElectroChem
Verlag John Wiley and Sons
Band 10
Heft 23
Seiten e202300456
Vorab online veröffentlicht am 31.10.2023
Nachgewiesen in Dimensions
Web of Science
Scopus
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