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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: 3
Dimensions
Zitationen: 3
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
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Scopus
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