2023
DOI: 10.1039/d3gc00175j
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Advances in S–N bond formation via electrochemistry: a green route utilizing diverse sulfur and nitrogen sources

Abstract: Sulfur–nitrogen–containing compounds, including S=N bonds, have attracted the great attention from chemists because of their importance in organic synthesis, natural products, pharmaceuticals, pesticides, and materials. Thus, the development of green...

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Cited by 12 publications
(6 citation statements)
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References 108 publications
(125 reference statements)
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“…In recent decades, transformations of organic sulfides to sulfonamides have been reported. , In addition, sulfonamides have been obtained by sulfination of organometallic reagents or by transition-metal-catalyzed sulfination of aryl halides, aryl boronic acids, aryl thianthrenium salts, and other reagents to afford sulfinate salts, which are then converted to sulfonamides in a two-step process that proceeds via sulfonyl chloride intermediates (Figure B) . A more attractive but challenging alternative would be a direct three-component synthesis of sulfonamides by insertion of a molecule of sulfur dioxide between appropriate carbon and nitrogen fragments.…”
mentioning
confidence: 99%
“…In recent decades, transformations of organic sulfides to sulfonamides have been reported. , In addition, sulfonamides have been obtained by sulfination of organometallic reagents or by transition-metal-catalyzed sulfination of aryl halides, aryl boronic acids, aryl thianthrenium salts, and other reagents to afford sulfinate salts, which are then converted to sulfonamides in a two-step process that proceeds via sulfonyl chloride intermediates (Figure B) . A more attractive but challenging alternative would be a direct three-component synthesis of sulfonamides by insertion of a molecule of sulfur dioxide between appropriate carbon and nitrogen fragments.…”
mentioning
confidence: 99%
“…Currently, the research difficulty is the efficient construction of N–S bonds using green means such as electro-organic synthesis, which is relatively scarce in this field. 49 To the best of our knowledge, the green strategy for N -thioetherification of NH-sulfoximines by electro-organic synthesis has never been reported. Herein, we report a green strategy for N -sulfide etherification of NH-sulfoximines by electrochemical methods under metal-, oxidant-, and base-free conditions (Scheme 1 This Work).…”
Section: Introductionmentioning
confidence: 99%
“…Despite these advancements, the multiple oxidation states of sulfur atoms pose challenges in constructing intermediate valence states, such as tetravalent states, compared to hexavalent ones. Many chemists have made significant contributions to the formation of S­(IV)N bonds; however, the majority of methods rely on amination of thioethers, making compounds with S–N bonds appear less suitable …”
Section: Introductionmentioning
confidence: 99%