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Synthesis of benzooxepane-fused cyclobutene derivatives via Pd-catalyzed cascade reactions of haloarenes and diynylic ethers
Chemical Communications ( IF 4.9 ) Pub Date : 2024-05-10 , DOI: 10.1039/d4cc00999a
Shugao Zhu 1 , Wenliang Huang 1 , Shihan Liu 2 , Rongjing Yu 1 , Yufeng Ma 1 , Hong Wang 1 , Rui Zhang 1 , Bin Liu 1 , Yu Lan 2, 3 , Ruwei Shen 4
Affiliation  

A tandem palladium-catalyzed Sonogashira coupling, propargyl–allenyl isomerization, and [2+2] cycloaddition sequence between electron-deficient haloarenes and 1,8-diynylic ethers is developed. The reaction shows good functional tolerance and proceeds under mild conditions to provide a new profile of benzooxepane-fused cyclobutene derivatives in moderate to high yields with high selectivity. The reaction mechanism is validated both by experimental studies and DFT calculations.

中文翻译:

通过 Pd 催化卤代芳烃和二炔醚级联反应合成苯并氧杂环己烷稠合环丁烯衍生物

开发了串联钯催化的 Sonogashira 偶联、炔丙基-丙烯基异构化以及缺电子卤代芳烃和 1,8-二炔醚之间的 [2+2] 环加成序列。该反应表现出良好的功能耐受性,并在温和条件下进行,以中等到高产率和高选择性提供苯并氧杂环己烷稠合环丁烯衍生物的新特征。该反应机理通过实验研究和DFT计算得到验证。
更新日期:2024-05-13
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