Copper-Catalyzed Propargylation of Terminal Olefins to Skipped Enynes

A highly efficient and easy to operate method for synthesizing skipped enynes catalyzed by copper has been reported for the first time. A wide variety of skipped enynes were obtained in acceptable to good yields employing nonactivated terminal olefins as nucleophiles under mild conditions. This protocol features broad substrate scope and high functional group tolerance, therefore enabling late-stage functionalization and a scale-up experiment further to highlight the synthetic utility.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-01-27
DOI
https://doi.org/10.1021/acs.joc.4c02948
Citations
2
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
1.87

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article

Copper-Catalyzed Propargylation of Terminal Olefins to Skipped Enynes

Hengze Chen, Yongsheng Li, Shiwu Li, Zhifei Zhao
2 citations
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
1.87
article

Copper-Catalyzed Propargylation of Terminal Olefins to Skipped Enynes

Hengze Chen, Yongsheng Li, Shiwu Li, Zhifei Zhao
article en
2 citations

Abstract

A highly efficient and easy to operate method for synthesizing skipped enynes catalyzed by copper has been reported for the first time. A wide variety of skipped enynes were obtained in acceptable to good yields employing nonactivated terminal olefins as nucleophiles under mild conditions. This protocol features broad substrate scope and high functional group tolerance, therefore enabling late-stage functionalization and a scale-up experiment further to highlight the synthetic utility.

The Journal of Organic ChemistryVol. 90(5)
Shihezi University (CN)
Government of Xinjiang Uygur Autonomous Region of China, National Natural Science Foundation of China
Openalex Percentile: Top 18%
Catalytic Alkyne Reactions
1.87
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