TEMPO-Mediated Polyyne Cyclization

In this work, we report the cyclization of sulfur-linked tetraynes under 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) radical conditions, leading to the formation of novel pentadehydro-Diels-Alder-type addition products. Through this study, we expand the scope of radical-mediated cyclization reactions of polyyne compounds. The results offer new opportunities for the development of radical-based synthetic methodologies.

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Publication Details

Journal
Organic Letters
Published
2025-05-22
DOI
https://doi.org/10.1021/acs.orglett.5c00651
Citations
2
Primary Topic
Cyclization and Aryne Chemistry
Type
article
Field-Weighted Citation Impact
1.87
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article

TEMPO-Mediated Polyyne Cyclization

Chenlong Zhu, Ying Xia, Bingfeng Sun, Qi Liang
2 citations
Organic Letters
Cyclization and Aryne Chemistry
1.87
article

TEMPO-Mediated Polyyne Cyclization

Chenlong Zhu, Ying Xia, Bingfeng Sun, Qi Liang
article en
2 citations

Abstract

In this work, we report the cyclization of sulfur-linked tetraynes under 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) radical conditions, leading to the formation of novel pentadehydro-Diels-Alder-type addition products. Through this study, we expand the scope of radical-mediated cyclization reactions of polyyne compounds. The results offer new opportunities for the development of radical-based synthetic methodologies.

Organic LettersVol. 27(22)
Nanjing Tech University (CN)
Openalex Percentile: Top 16%
Cyclization and Aryne Chemistry
1.87
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