Precisive Incorporation of Multiple Nitrogen Sources into Benzoxazoles via an Iodine-Mediated Electrochemical Four-Component Reaction

An iodine-mediated electrochemical four-component reaction was developed to construct aromatic C-N bonds by making use of a simple nitrogen source, such as NH<sub>4</sub><sup>+</sup> and formamide. By virtue of this reaction, a variety of benzoxazoles bearing different substituents can be selectively modulated by using different bases. This protocol features a broad substrate scope and good scalability, is transition metal-free and chemical oxidant-free, and exhibits controlled product distribution. Additionally, it also enables a versatile platform for various isotope-labeled (<sup>15</sup>N and CD<sub>3</sub>) benzoxazoles.

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Publication Details

Journal
Organic Letters
Published
2024-11-11
DOI
https://doi.org/10.1021/acs.orglett.4c03844
Citations
4
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
1.00

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article

Precisive Incorporation of Multiple Nitrogen Sources into Benzoxazoles via an Iodine-Mediated Electrochemical Four-Component Reaction

Jiajia Yu, Tong Li, Zhiyong Wang, Kai Li et al.
4 citations
Organic Letters
Radical Photochemical Reactions
1.00
article

Precisive Incorporation of Multiple Nitrogen Sources into Benzoxazoles via an Iodine-Mediated Electrochemical Four-Component Reaction

Jiajia Yu, Tong Li, Zhiyong Wang, Kai Li, Qi Sun
article en
4 citations

Abstract

An iodine-mediated electrochemical four-component reaction was developed to construct aromatic C-N bonds by making use of a simple nitrogen source, such as NH<sub>4</sub><sup>+</sup> and formamide. By virtue of this reaction, a variety of benzoxazoles bearing different substituents can be selectively modulated by using different bases. This protocol features a broad substrate scope and good scalability, is transition metal-free and chemical oxidant-free, and exhibits controlled product distribution. Additionally, it also enables a versatile platform for various isotope-labeled (<sup>15</sup>N and CD<sub>3</sub>) benzoxazoles.

Organic LettersVol. 26(50)
University of Science and Technology of China (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 26%
Radical Photochemical Reactions
1.00
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Precisive Incorporation of Multiple Nitrogen Sources into Benzoxazoles via an Iodine-Mediated Electrochemical Four-Component Reaction — Jiajia Yu, Tong Li, et al. · Organic Letters (2024) | TGRS Research Map | TGRS