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Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols.

ABSTRACT: Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be carried out in only 5 min. Hydrogen is formed as a benign byproduct at the counter electrode. Owing to the mild reaction conditions, the reaction displays a broad substrate scope and functional group compatibility.

SUBMITTER: Laudadio G

PROVIDER: S-EPMC6581424 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols.

Laudadio Gabriele G Barmpoutsis Efstathios E Schotten Christiane C Struik Lisa L Govaerts Sebastian S Browne Duncan L DL Noël Timothy T

Journal of the American Chemical Society 20190328 14

Sulfonamides are key motifs in pharmaceuticals and agrochemicals, spurring the continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts and can be ...[more]

PMID: 30905146

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