Electrochemical\nSulfonylation of Indoles with Inorganic\nSulfites and Alcohols: Direct Synthesis of Indole Sulfonic Esters

A direct electrochemical sulfonylation between indoles,\ninorganic\nsulfites, and alcohols was developed, in which various indoyl sulfonate\nesters were prepared efficiently. In this transformation, the easy-handle\nand cost-effective inorganic sulfite was disclosed to engage in a\nCsp<sup>2</sup>–H sulfonylation as the SO<sub>2</sub> source\nin an undivided electrolysis cell under mild conditions. In addition,\nthe unexpected paired electrosynthesis has been achieved, owing to\nthe dual role of inorganic sulfites, and led to a sulfonylation/reduction\nsequence to rapidly deliver hydroxyl substituted indole sulfonate\nesters.

Publication Details

Journal
Figshare
Published
2024-12-05
DOI
https://doi.org/10.1021/acs.joc.4c02156.s001
Primary Topic
Diverse Scientific and Economic Studies
Type
article
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article

Electrochemical\nSulfonylation of Indoles with Inorganic\nSulfites and Alcohols: Direct Synthesis of Indole Sulfonic Esters

Figshare
Diverse Scientific and Economic Studies
article

Electrochemical\nSulfonylation of Indoles with Inorganic\nSulfites and Alcohols: Direct Synthesis of Indole Sulfonic Esters

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Abstract

A direct electrochemical sulfonylation between indoles,\ninorganic\nsulfites, and alcohols was developed, in which various indoyl sulfonate\nesters were prepared efficiently. In this transformation, the easy-handle\nand cost-effective inorganic sulfite was disclosed to engage in a\nCsp<sup>2</sup>–H sulfonylation as the SO<sub>2</sub> source\nin an undivided electrolysis cell under mild conditions. In addition,\nthe unexpected paired electrosynthesis has been achieved, owing to\nthe dual role of inorganic sulfites, and led to a sulfonylation/reduction\nsequence to rapidly deliver hydroxyl substituted indole sulfonate\nesters.

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Diverse Scientific and Economic Studies
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Electrochemical\nSulfonylation of Indoles with Inorganic\nSulfites and Alcohols: Direct Synthesis of Indole Sulfonic Esters · Figshare (2024) | TGRS Research Map | TGRS