Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO<sub>2</sub>, and Alcohols

An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO<sub>2</sub> and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.

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Publication Details

Journal
Organic Letters
Published
2025-01-27
DOI
https://doi.org/10.1021/acs.orglett.4c04746
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
5.62

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article

Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO2, and Alcohols

Thomas Weyhermüller, Aloisio de Andrade Bartolomeu, Siegfried R. Waldvogel, Florian A. Breitschaft et al.
6 citations
Organic Letters
Sulfur-Based Synthesis Techniques
5.62
article

Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO2, and Alcohols

Thomas Weyhermüller, Aloisio de Andrade Bartolomeu, Siegfried R. Waldvogel, Florian A. Breitschaft, Christian Krumbiegel, Alicia L. Saak
article en
6 citations

Abstract

An electrochemical one-pot synthesis of enaminyl sulfonate esters was established, featuring a quasidivided cell under constant current conditions. The multicomponent reaction utilizes simple and readily available alkylamines and an easy-to-use stock solution of SO<sub>2</sub> and alcohols. Omission of additional supporting electrolyte through in-situ-generated monoalkylsulfite facilitates the downstream processing. A diverse scope with more than 28 examples and yields up to 85% as well as a 20-fold scale-up reaction prove the feasibility of this novel protocol.

Organic LettersVol. 27(5)
Karlsruhe Institute of Technology (DE), Johannes Gutenberg University Mainz (DE), Max Planck Institute for Chemical Energy Conversion (DE)
Bundesministerium für Bildung und Forschung, Max-Planck-Gesellschaft
Clean water and sanitation
Openalex Percentile: Top 5%
Sulfur-Based Synthesis Techniques
5.62
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Multicomponent Electrosynthesis of Enaminyl Sulfonates Starting from Alkylamines, SO<sub>2</sub>, and Alcohols — Thomas Weyhermüller, Aloisio de Andrade Bartolomeu, et al. · Organic Letters (2025) | TGRS Research Map | TGRS