Electrooxidation-Induced Multicomponent Cascade Cyclization via Selective Cleavage of Tertiary Amine C–N Bond

A direct electrochemical oxidative cascade cyclization of 2-isocyanonaphthalenes with triethylamines, employing elemental selenium or sulfur, has been developed for the synthesis of 2-aminonaphthoselenazole and 2-aminonaphthothiazole derivatives. A diverse array of aliphatic and aromatic tertiary amines served as the amine source through a C-N bond selective cleavage pathway under metal catalyst-free and external chemical oxidant-free conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-26
DOI
https://doi.org/10.1021/acs.joc.5c02335
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Electrooxidation-Induced Multicomponent Cascade Cyclization via Selective Cleavage of Tertiary Amine C–N Bond

Wei‐Min He, Linghui Lu, Meiyin Wang, Hongyu Shen et al.
The Journal of Organic Chemistry
Radical Photochemical Reactions
article

Electrooxidation-Induced Multicomponent Cascade Cyclization via Selective Cleavage of Tertiary Amine C–N Bond

Wei‐Min He, Linghui Lu, Meiyin Wang, Hongyu Shen, Xiongjie Zhao, Hong Chen, Chao Wu
article en

Abstract

A direct electrochemical oxidative cascade cyclization of 2-isocyanonaphthalenes with triethylamines, employing elemental selenium or sulfur, has been developed for the synthesis of 2-aminonaphthoselenazole and 2-aminonaphthothiazole derivatives. A diverse array of aliphatic and aromatic tertiary amines served as the amine source through a C-N bond selective cleavage pathway under metal catalyst-free and external chemical oxidant-free conditions.

The Journal of Organic ChemistryVol. 90(49)
Hunan University of Science and Engineering (CN), Bioengineering Center (RU), University of South China (CN)
Openalex Percentile: Top 72%
Radical Photochemical Reactions
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