Photoredox-Catalyzed\nAminolactonization of 2‑Styrylbenzoic\nAcids with <i>N</i>‑Aminopyridinium Salts to Access\n4‑Sulfonamino-3,4-dihydroisocoumarins

A photoredox-catalyzed aminolactonization of unsaturated\ncarboxylic\nacids was achieved using <i>N</i>-aminopyridinium salts\nas the amino radical precursor. The transformation features mild conditions\nand a remarkably broad substrate scope, offering an efficient approach\nto construct a wide range of 4-sulfonamino 3,4-dihydroisocoumarins.\nMechanistic studies indicate that the reaction proceeds via a distinctive <i>N</i>-aminopyridinium salt-promoted electrophilic amination\nof 2-styrylbenzoic acids.

Publication Details

Journal
Figshare
Published
2024-12-26
DOI
https://doi.org/10.1021/acs.joc.4c02473.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Photoredox-Catalyzed\nAminolactonization of 2‑Styrylbenzoic\nAcids with N‑Aminopyridinium Salts to Access\n4‑Sulfonamino-3,4-dihydroisocoumarins

Figshare
Radical Photochemical Reactions
article

Photoredox-Catalyzed\nAminolactonization of 2‑Styrylbenzoic\nAcids with N‑Aminopyridinium Salts to Access\n4‑Sulfonamino-3,4-dihydroisocoumarins

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Abstract

A photoredox-catalyzed aminolactonization of unsaturated\ncarboxylic\nacids was achieved using <i>N</i>-aminopyridinium salts\nas the amino radical precursor. The transformation features mild conditions\nand a remarkably broad substrate scope, offering an efficient approach\nto construct a wide range of 4-sulfonamino 3,4-dihydroisocoumarins.\nMechanistic studies indicate that the reaction proceeds via a distinctive <i>N</i>-aminopyridinium salt-promoted electrophilic amination\nof 2-styrylbenzoic acids.

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Radical Photochemical Reactions
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