Photoinduced Deconstructive\nAlkylation Approach Enabled\nby Oxy-Radicals from Alcohols

Alcohols are the most commercially abundant, synthetically\nversatile\nand operationally convenient functional groups in organic chemistry.\nTherefore, a strategy that utilizes hydroxy-containing compounds to\ndevelop novel bond disconnection and formation process would achieve\nmolecular diversity. Herein, a deconstructive strategy for the generation\nof quinoxalin-2(1H)-one derivatives has been developed from alcohol\nprecursors via oxy-radical-induced β-fragmentation. Additionally,\n1,5-HAT and deoxygenation by P(III) along with oxy-radical were demonstrated\nas alternative pathways for this transformation. Furthermore, with\nthe deep-seated reorganization of a few terpenes carbon framework,\na unique activity with inhibition against the growth of pathogenic\nfungi was observed.

Publication Details

Journal
Figshare
Published
2024-09-13
DOI
https://doi.org/10.1021/acs.joc.4c01898.s001
Primary Topic
Radical Photochemical Reactions
Type
article
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article

Photoinduced Deconstructive\nAlkylation Approach Enabled\nby Oxy-Radicals from Alcohols

Figshare
Radical Photochemical Reactions
article

Photoinduced Deconstructive\nAlkylation Approach Enabled\nby Oxy-Radicals from Alcohols

article en

Abstract

Alcohols are the most commercially abundant, synthetically\nversatile\nand operationally convenient functional groups in organic chemistry.\nTherefore, a strategy that utilizes hydroxy-containing compounds to\ndevelop novel bond disconnection and formation process would achieve\nmolecular diversity. Herein, a deconstructive strategy for the generation\nof quinoxalin-2(1H)-one derivatives has been developed from alcohol\nprecursors via oxy-radical-induced β-fragmentation. Additionally,\n1,5-HAT and deoxygenation by P(III) along with oxy-radical were demonstrated\nas alternative pathways for this transformation. Furthermore, with\nthe deep-seated reorganization of a few terpenes carbon framework,\na unique activity with inhibition against the growth of pathogenic\nfungi was observed.

Figshare
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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