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用于Knoevenagel缩合反应和1,3-偶极环加成多米诺反应的分子内接力催化策略

An intramolecular relay catalysis strategy for Knoevenagel condensation and 1,3-dipolar cycloaddition domino reactions.

作者信息

Yuan Xiaofeng, Wang Zijuan, Zhang Qiang, Luo Jun

机构信息

School of Chemical Engineering, Nanjing University of Science and Technology Nanjing 210094 China

Jiangsu Key Laboratory of Environmental Functional Materials, School of Chemistry, Biology and Material Engineering, Suzhou University of Science and Technology Suzhou 215009 China.

出版信息

RSC Adv. 2019 Jul 30;9(41):23614-23621. doi: 10.1039/c9ra04081a. eCollection 2019 Jul 29.

DOI:10.1039/c9ra04081a
PMID:35530586
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9073340/
Abstract

A relay catalysis strategy was established by using a bifunctional catalyst which was prepared by immobilization of organic chains containing secondary amine and Cu(ii) complex onto silica-coated nano-FeO. The simply prepared nanoparticles acted as efficient, intramolecular relays and magnetically recyclable base-metal bifunctional catalysts for Knoevenagel condensation and 1,3-dipolar cycloaddition domino reactions to prepare 5-substituted 1-tetrazoles with excellent yields.

摘要

通过将含有仲胺和铜(II)配合物的有机链固定在二氧化硅包覆的纳米FeO上制备双功能催化剂,从而建立了一种接力催化策略。这种简单制备的纳米颗粒作为高效的分子内接力体和可磁回收的贱金属双功能催化剂,用于Knoevenagel缩合反应和1,3-偶极环加成多米诺反应,以优异的产率制备5-取代-1-四唑。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f461/9073340/0cac4a322cfb/c9ra04081a-f7.jpg
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2
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Chem Asian J. 2018 Sep 4;13(17):2529-2542. doi: 10.1002/asia.201800567. Epub 2018 Aug 7.
3
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