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

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2025-05-23 DOI:10.1002/jhet.4952

Zhiping Liu, Lijie Che, Jie Pang, Junan Xiao, Xiyan Tang, Chunfang Gan, Jianguo Cui, Yanmin Huang

引用次数: 0

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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Cu(OTf)2催化供体-受体环丙烷与水杨醛苯基腙的反应：合成多环四氢吡啶

在Cu(OTf)2存在的条件下，通过供体-受体环丙烷1,1-二代化合物与水杨醛苯腙反应，制备了四氢- 5h -氨基[4,3-c]吡啶-5-酮，反应结果温和，非对映选择性好。此外，对照实验表明，该反应是通过串联[3 + 3]环化/内酯化机制进行的。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.