Photocatalytic Three-ComponentRadical Sulfonarylationof Alkenes: Preparation of γ‑Keto-Sulfone-SubstitutedOxindoles

A photocatalytic radical sulfonarylation of <i>N</i>-arylacrylamides via a three-component cascade cyclopropyl alcohol ring opening/sulfur dioxide insertion/sulfonyl radical addition/cyclization sequence has been developed. This method employs cyclopropyl alcohols as the precursors of β-carbonyl alkyl radicals and Na<sub>2</sub>S<sub>2</sub>O<sub>5</sub> as a cheap source of sulfur dioxide. By using this cascade procedure, a wide variety of γ-keto-sulfone-substituted oxindoles were facilely synthesized.

Publication Details

Journal
Figshare
Published
2025-03-17
DOI
https://doi.org/10.1021/acs.joc.4c03174.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Photocatalytic Three-ComponentRadical Sulfonarylationof Alkenes: Preparation of γ‑Keto-Sulfone-SubstitutedOxindoles

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Photocatalytic Three-ComponentRadical Sulfonarylationof Alkenes: Preparation of γ‑Keto-Sulfone-SubstitutedOxindoles

article en

Abstract

A photocatalytic radical sulfonarylation of <i>N</i>-arylacrylamides via a three-component cascade cyclopropyl alcohol ring opening/sulfur dioxide insertion/sulfonyl radical addition/cyclization sequence has been developed. This method employs cyclopropyl alcohols as the precursors of β-carbonyl alkyl radicals and Na<sub>2</sub>S<sub>2</sub>O<sub>5</sub> as a cheap source of sulfur dioxide. By using this cascade procedure, a wide variety of γ-keto-sulfone-substituted oxindoles were facilely synthesized.

Figshare
Clean water and sanitation
Openalex Percentile: Top 55%
Mycorrhizal Fungi and Plant Interactions
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