Cu(<scp>OTf</scp>)<sub>2</sub> Catalyzed the Reaction of Donor‐Acceptor Cyclopropanes With Salicylaldehyde Phenylhydrazones: Synthesis Polycyclic Tetrahydropyridazines

ABSTRACT A simple method has been developed to prepare tetrahydro‐5H‐chromeno[4,3‐ c ]pyridazin‐5‐ones by reacting donor‐acceptor cyclopropane 1,1‐dieters with salicylaldehyde phenylhydrazones in the presence of Cu(OTf) 2 , yielding moderate results with excellent diastereoselectivity. Moreover, control experiments revealed that the reaction proceeds via a tandem [3 + 3]‐annulation/lactonization mechanism.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2025-05-01
DOI
https://doi.org/10.1002/jhet.4952
Citations
1
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.94

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article

Cu(OTf)2 Catalyzed the Reaction of Donor‐Acceptor Cyclopropanes With Salicylaldehyde Phenylhydrazones: Synthesis Polycyclic Tetrahydropyridazines

Yanmin Huang, Xiang‐Ying Tang, Jie Pang, Zhiping Liu et al.
1 citations
Journal of Heterocyclic Chemistry
Cyclopropane Reaction Mechanisms
0.94
article

Cu(OTf)2 Catalyzed the Reaction of Donor‐Acceptor Cyclopropanes With Salicylaldehyde Phenylhydrazones: Synthesis Polycyclic Tetrahydropyridazines

Yanmin Huang, Xiang‐Ying Tang, Jie Pang, Zhiping Liu, Lijie Che, Jianguo Cui, Chunfang Gan, Jun‐An Xiao
article en
1 citations

Abstract

ABSTRACT A simple method has been developed to prepare tetrahydro‐5H‐chromeno[4,3‐ c ]pyridazin‐5‐ones by reacting donor‐acceptor cyclopropane 1,1‐dieters with salicylaldehyde phenylhydrazones in the presence of Cu(OTf) 2 , yielding moderate results with excellent diastereoselectivity. Moreover, control experiments revealed that the reaction proceeds via a tandem [3 + 3]‐annulation/lactonization mechanism.

Journal of Heterocyclic ChemistryVol. 62(5-6)
Nanning Normal University (CN)
Natural Science Foundation of Guangxi Zhuang Autonomous Region
Openalex Percentile: Top 26%
Cyclopropane Reaction Mechanisms
0.94
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