CO<sub>2</sub><sup>•–</sup> EnabledSynthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams

We report herein that photoinduced CO<sub>2</sub><sup>•–</sup> enabled reductive intramolecular radical cyclization of a variety of aryl iodide derivatives to the corresponding phenanthridinone, oxindole, isoindolinone, and spirolactam derivatives in good yields. Preliminary mechanistic studies suggested the generation of CO<sub>2</sub><sup>•–</sup> through homolysis of cesium formate in the presence of light, and the further involvement of CO<sub>2</sub><sup>•–</sup> and the aryl radical was directly proved by trapping with diphenyl styrene and TEMPO.

Publication Details

Journal
Figshare
Published
2025-03-01
DOI
https://doi.org/10.1021/acs.joc.4c02490.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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CO2•– EnabledSynthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams

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Mycorrhizal Fungi and Plant Interactions
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CO2•– EnabledSynthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams

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Abstract

We report herein that photoinduced CO<sub>2</sub><sup>•–</sup> enabled reductive intramolecular radical cyclization of a variety of aryl iodide derivatives to the corresponding phenanthridinone, oxindole, isoindolinone, and spirolactam derivatives in good yields. Preliminary mechanistic studies suggested the generation of CO<sub>2</sub><sup>•–</sup> through homolysis of cesium formate in the presence of light, and the further involvement of CO<sub>2</sub><sup>•–</sup> and the aryl radical was directly proved by trapping with diphenyl styrene and TEMPO.

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Mycorrhizal Fungi and Plant Interactions
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CO<sub>2</sub><sup>•–</sup> EnabledSynthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams · Figshare (2025) | TGRS Research Map | TGRS