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无过渡金属、配体或有机溶剂条件下微波辅助绿色合成苯胺、苯酚和苯二胺

Microwave-assisted green synthesis of anilines, phenols, and benzenediamines without transition metals, ligands, or organic solvents.

作者信息

McConnell N, Frett B, Li H

机构信息

Department of Pharmacology and Toxicology, University of Arizona, Tucson, AZ, USA.

Department of Pharmaceutical Sciences, University of Arkansas for Medical Sciences, Little Rock, AR, USA.

出版信息

Green Chem Lett Rev. 2018;11(3):286-295. doi: 10.1080/17518253.2018.1486464. Epub 2018 Jul 3.

DOI:10.1080/17518253.2018.1486464
PMID:30984284
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6457683/
Abstract

A novel, microwave-assisted method producing anilines and phenols from activated aryl halides is reported. This high-yielding method reduces current reaction requirements and removes organic solvents and catalysts making a more efficient and eco-friendly alternative for the synthesis of important pharmaceutical building blocks.

摘要

报道了一种从活性芳基卤化物制备苯胺和苯酚的新型微波辅助方法。这种高产方法降低了当前的反应要求,去除了有机溶剂和催化剂,为重要药物构建模块的合成提供了一种更高效、更环保的替代方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a92/6457683/c6ac8e20cf67/nihms-987540-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a92/6457683/c6ac8e20cf67/nihms-987540-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7a92/6457683/c6ac8e20cf67/nihms-987540-f0002.jpg

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J Org Chem. 2014 Jun 6;79(11):5351-8. doi: 10.1021/jo500662s. Epub 2014 May 6.
2
Copper(II)-catalyzed hydroxylation of aryl halides using glycolic acid as a ligand.铜(II)催化卤代芳烃的羟化反应,使用甘醇酸作为配体。
J Org Chem. 2013 Jun 7;78(11):5804-9. doi: 10.1021/jo400702z. Epub 2013 May 28.
3
Copper(I)-catalyzed amination of aryl halides in liquid ammonia.
铜(I)催化的卤代芳烃在液氨中的胺化反应。
J Org Chem. 2012 Sep 7;77(17):7471-8. doi: 10.1021/jo301204t. Epub 2012 Aug 13.
4
Efficient microwave-assisted Pd-catalyzed hydroxylation of aryl chlorides in the presence of carbonate.在碳酸盐存在下,高效微波辅助 Pd 催化的芳基氯化物的羟化反应。
Org Lett. 2012 Jul 20;14(14):3688-91. doi: 10.1021/ol301523q. Epub 2012 Jul 3.
5
Highly efficient synthesis of phenols by copper-catalyzed hydroxylation of aryl iodides, bromides, and chlorides.铜催化的芳基碘化物、溴化物和氯化物的羟化反应高效合成酚类。
Org Lett. 2011 Aug 19;13(16):4340-3. doi: 10.1021/ol2016737. Epub 2011 Jul 25.
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Chem Commun (Camb). 2011 Jun 21;47(23):6692-4. doi: 10.1039/c1cc10782h. Epub 2011 May 6.
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D-Glucosamine as a green ligand for copper catalyzed synthesis of primary aryl amines from aryl halides and ammonia.D-葡萄糖胺作为一种绿色配体,用于铜催化的芳基卤化物和氨合成伯芳基胺。
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