Electrochemical\nSynthesis of 3‑(Sulfonyl)quinol-4-ones\nfrom <i>o</i>‑Alkynyl‑<i>N</i>‑(formyl)anilides\nand Sulfinates

Electrolysis of <i>o</i>-alkynyl-<i>N</i>-(formyl)anilides\nand sodium sulfinates on graphite electrodes delivers biologically\nsound 3-(sulfonyl)quinol-4-ones with moderate to good yields. The\nreaction is carried out in an undivided cell in the presence of silver(I)\noxide with potassium iodide or sodium tetrafluoroborate as the supporting\nelectrolyte. The reaction tolerates variously substituted anilides\nas well as aryl and alkyl sulfinates. The transformation proceeds\nas a domino sequence of oxysulfonylation and cyclocondensation steps.

Publication Details

Journal
Figshare
Published
2024-12-25
DOI
https://doi.org/10.1021/acs.orglett.4c04209.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Electrochemical\nSynthesis of 3‑(Sulfonyl)quinol-4-ones\nfrom o‑Alkynyl‑N‑(formyl)anilides\nand Sulfinates

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Electrochemical\nSynthesis of 3‑(Sulfonyl)quinol-4-ones\nfrom o‑Alkynyl‑N‑(formyl)anilides\nand Sulfinates

article en

Abstract

Electrolysis of <i>o</i>-alkynyl-<i>N</i>-(formyl)anilides\nand sodium sulfinates on graphite electrodes delivers biologically\nsound 3-(sulfonyl)quinol-4-ones with moderate to good yields. The\nreaction is carried out in an undivided cell in the presence of silver(I)\noxide with potassium iodide or sodium tetrafluoroborate as the supporting\nelectrolyte. The reaction tolerates variously substituted anilides\nas well as aryl and alkyl sulfinates. The transformation proceeds\nas a domino sequence of oxysulfonylation and cyclocondensation steps.

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Mycorrhizal Fungi and Plant Interactions
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Electrochemical\nSynthesis of 3‑(Sulfonyl)quinol-4-ones\nfrom <i>o</i>‑Alkynyl‑<i>N</i>‑(formyl)anilides\nand Sulfinates · Figshare (2024) | TGRS Research Map | TGRS