Photoredox-Catalyzed\nCarbamoyl Radical-Initiated Dearomative\nSpirocyclization To Access Spiro-Cyclohexadiene Oxindoles

The sustainable construction of spirocyclic compounds\nis important\nto the scientific community and the pharmaceutical industries. Herein,\nwe demonstrate a carbamoyl radical-initiated intramolecular dearomative\nspirocyclization to access the spiro-cyclohexadiene oxindoles under\nvisible light irradiation, which constitutes the first example of\naccessing the I-substituted derivatives that facilitate diversified\ntransformations. Additionally, the scalability, late-stage modification\nof drugs, and significant antitumor activity of the products demonstrate\nthe novel spirocyclic synthesis platform for expediting drug development.

Publication Details

Journal
Figshare
Published
2024-10-01
DOI
https://doi.org/10.1021/acs.orglett.4c03045.s001
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Photoredox-Catalyzed\nCarbamoyl Radical-Initiated Dearomative\nSpirocyclization To Access Spiro-Cyclohexadiene Oxindoles

Figshare
Radical Photochemical Reactions
article

Photoredox-Catalyzed\nCarbamoyl Radical-Initiated Dearomative\nSpirocyclization To Access Spiro-Cyclohexadiene Oxindoles

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Abstract

The sustainable construction of spirocyclic compounds\nis important\nto the scientific community and the pharmaceutical industries. Herein,\nwe demonstrate a carbamoyl radical-initiated intramolecular dearomative\nspirocyclization to access the spiro-cyclohexadiene oxindoles under\nvisible light irradiation, which constitutes the first example of\naccessing the I-substituted derivatives that facilitate diversified\ntransformations. Additionally, the scalability, late-stage modification\nof drugs, and significant antitumor activity of the products demonstrate\nthe novel spirocyclic synthesis platform for expediting drug development.

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Radical Photochemical Reactions
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Photoredox-Catalyzed\nCarbamoyl Radical-Initiated Dearomative\nSpirocyclization To Access Spiro-Cyclohexadiene Oxindoles · Figshare (2024) | TGRS Research Map | TGRS