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微波辅助的 2-和 3-卤代吡啶的 Suzuki-Miyaura 和 Ullmann 型同偶联反应,使用 Pd(OAc)2/苯并咪唑盐和碱催化剂体系。

Microwave assisted Suzuki-Miyaura and Ullmann type homocoupling reactions of 2- and 3-halopyridines using a Pd(OAc)2/benzimidazolium salt and base catalyst system.

机构信息

Battalgazi Vocational School, İnönü University, Battalgazi, Malatya 44210, Turkey.

出版信息

Molecules. 2013 Mar 25;18(4):3712-24. doi: 10.3390/molecules18043712.

DOI:10.3390/molecules18043712
PMID:23529031
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6269664/
Abstract

A number of novel benzimidazole derivatives 1-4 were synthesized and the catalytic activity of these compounds in a catalytic system consisting of a benzimidazolium salt/Pd(OAc)2/K2CO3 were investigated in the Suzuki-Miyaura and Ullmann type homocoupling reactions under microwave irradiation. We obtained both cross coupling and homocoupling products of pyridine and some side products such as dimethylaminopyridine and unsubstituted pyridine.

摘要

合成了一系列新型苯并咪唑衍生物 1-4,并在微波辐射下,考察了它们在苯并咪唑盐/Pd(OAc)2/K2CO3 催化体系中对 Suzuki-Miyaura 和 Ullmann 型偶联反应的催化活性。我们得到了吡啶的交叉偶联和同偶联产物,以及一些副产物,如二甲氨基吡啶和未取代的吡啶。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dcaa/6269664/08197989cc70/molecules-18-03712-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dcaa/6269664/08197989cc70/molecules-18-03712-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dcaa/6269664/08197989cc70/molecules-18-03712-g001.jpg

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本文引用的文献

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2
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J Org Chem. 2012 Oct 19;77(20):9236-9. doi: 10.1021/jo301811n. Epub 2012 Oct 10.
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可持续催化:在MIL-101Cr-NH2上合理负载钯以实现更高效且可循环的铃木-宫浦反应
Chemistry. 2013 Dec 16;19(51):17483-93. doi: 10.1002/chem.201302621. Epub 2013 Nov 21.
Palladium-catalyzed Ullmann-type reductive homocoupling of iodoaryl glycosides.
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J Org Chem. 2012 Mar 16;77(6):2971-7. doi: 10.1021/jo2025652. Epub 2012 Mar 7.
4
Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl(3) promoted homocoupling.芳基卤化物在流动中的偶联:锂化和三氯化铁促进的偶联的空间集成。
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