Electrochemical radical cation aza-Wacker cyclizations

Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the mechanisms involved are complicated and not fully understood. Herein, we report electrochemical radical cation aza-Wacker cyclizations under acidic conditions, which are expected to proceed via radical cations generated by single-electron oxidation of alkenes.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2024-08-05
DOI
https://doi.org/10.3762/bjoc.20.165
Citations
2
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.50

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article

Electrochemical radical cation aza-Wacker cyclizations

Yohei Okada, Sota Adachi
2 citations
Beilstein Journal of Organic Chemistry
Radical Photochemical Reactions
0.50
article

Electrochemical radical cation aza-Wacker cyclizations

Yohei Okada, Sota Adachi
article en
2 citations

Abstract

Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the mechanisms involved are complicated and not fully understood. Herein, we report electrochemical radical cation aza-Wacker cyclizations under acidic conditions, which are expected to proceed via radical cations generated by single-electron oxidation of alkenes.

Beilstein Journal of Organic ChemistryVol. 20
Tokyo University of Agriculture and Technology (JP)
TEPCO Memorial Foundation, Japan Society for the Promotion of Science
Clean water and sanitation
Openalex Percentile: Top 40%
Radical Photochemical Reactions
0.50
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