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钯催化苯酚与碳酸亚乙烯酯的烯丙基醚化反应。

Palladium-catalyzed allylic etherification of phenols with vinyl ethylene carbonate.

作者信息

Lin Shibo, Zhao Xiaotian, He Lihui, Li Xuanhao, Jiang Qian, Xiang Lan, Ye Yongqin, Gan Xiaohong

机构信息

Department of Pharmacy, Chengdu Second People's Hospital, Chengdu, China.

出版信息

Front Chem. 2022 Jul 22;10:962355. doi: 10.3389/fchem.2022.962355. eCollection 2022.

DOI:10.3389/fchem.2022.962355
PMID:35936101
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9354801/
Abstract

The palladium-catalyzed decarboxylative reactions of phenols and vinyl ethylene carbonate to produce allylic aryl ethers under mild conditions have been established. Adopting an inexpensive PdCl(dppf) catalyst promotes the efficient conversion of phenols to the corresponding allylic aryl ethers the formation of a new C-O bond in good isolated yields with complete regioselectivities, acceptable functional group tolerance and operational simplicity. The robust procedure could be completed smoothly by conducting a scaled-up reaction with comparable efficiency to afford the target product.

摘要

已建立了在温和条件下钯催化酚类与碳酸乙烯亚乙酯的脱羧反应以制备烯丙基芳基醚的方法。采用廉价的PdCl(dppf)催化剂可促进酚类高效转化为相应的烯丙基芳基醚，以良好的分离产率形成新的C-O键，具有完全的区域选择性、可接受的官能团耐受性且操作简便。通过进行放大反应并以可比的效率顺利完成该稳健的过程，从而得到目标产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/f2c4477e158b/fchem-10-962355-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/138f610da0c6/fchem-10-962355-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/9ff20f6cab94/fchem-10-962355-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/a3988da27b55/fchem-10-962355-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/f2c4477e158b/fchem-10-962355-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/138f610da0c6/fchem-10-962355-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/9ff20f6cab94/fchem-10-962355-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/a3988da27b55/fchem-10-962355-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6e99/9354801/f2c4477e158b/fchem-10-962355-g004.jpg

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本文引用的文献

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Catalytic Asymmetric Total Syntheses of (-)-Galanthamine and (-)-Lycoramine.催化不对称全合成 (-)-石蒜碱和 (-)-石蒜胺。
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Enantioselective synthesis of cis-hydrobenzofurans bearing all-carbon quaternary stereocenters and application to total synthesis of (‒)-morphine.
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Pd-Catalyzed Enantio- and Regioselective Formation of Allylic Aryl Ethers.钯催化的对映选择性和区域选择性烯丙基芳基醚的形成。
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