Synthesis of 2‐Pyrones by Base‐Induced [3+3] Annulation Reaction of Phenacyl Phosphonium Ylides with Cyclopropenones

Abstract The base‐induced [3+3] annulation reaction of phenacyl phosphonium ylides with cyclopropenones has been proposed. Various polysubstituted 2‐pyrones are achieved in moderate to good yields through C−P bond cleavage and C−O/C−C coupling under simple and easy‐to‐operate conditions. The synthetic application and reaction mechanism have also been preliminarily explored to gain a deeper understanding of this strategy in practicality and reaction details. This protocol offers an alternative approach for the synthesis of useful 2‐pyrone derivatives.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2024-10-17
DOI
https://doi.org/10.1002/ajoc.202400333
Citations
2
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.50

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article

Synthesis of 2‐Pyrones by Base‐Induced [3+3] Annulation Reaction of Phenacyl Phosphonium Ylides with Cyclopropenones

Kelu Yan, Jiangwei Wen, W. C. Xue, Xiaoyu Wang et al.
2 citations
Asian Journal of Organic Chemistry
Cyclopropane Reaction Mechanisms
0.50
article

Synthesis of 2‐Pyrones by Base‐Induced [3+3] Annulation Reaction of Phenacyl Phosphonium Ylides with Cyclopropenones

Kelu Yan, Jiangwei Wen, W. C. Xue, Xiaoyu Wang, Yuanyuan Zhang, Hongjun Liu, Qiuyun Li
article en
2 citations

Abstract

Abstract The base‐induced [3+3] annulation reaction of phenacyl phosphonium ylides with cyclopropenones has been proposed. Various polysubstituted 2‐pyrones are achieved in moderate to good yields through C−P bond cleavage and C−O/C−C coupling under simple and easy‐to‐operate conditions. The synthetic application and reaction mechanism have also been preliminarily explored to gain a deeper understanding of this strategy in practicality and reaction details. This protocol offers an alternative approach for the synthesis of useful 2‐pyrone derivatives.

Asian Journal of Organic ChemistryVol. 14(1)
Qufu Normal University (CN), Yancheng Institute of Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 38%
Cyclopropane Reaction Mechanisms
0.50
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