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通过 Cu@Sal-Cs 催化的微波辐射促进的 C-O 和 C-N 氧化偶联反应的绿色合成方法,用于合成氨基甲酸酯和酰胺。

Green synthesis of carbamates and amides via Cu@Sal-Cs catalyzed C-O and C-N oxidative coupling accelerated by microwave irradiation.

机构信息

Research Laboratory of Green Organic Synthesis and Polymers, Department of Chemistry, Iran University of Science and Technology, Tehran, 16846-13114, Islamic Republic of Iran.

出版信息

Sci Rep. 2021 Sep 13;11(1):18105. doi: 10.1038/s41598-021-97554-3.

DOI:10.1038/s41598-021-97554-3
PMID:34518604
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8437951/
Abstract

A new nano-scale Cu@salicylaldehyde-modified-chitosan (Cu@Sal-CS) was synthesized through a green, eco-friendly and cost-effective technique. The prepared catalyst was characterized using Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), Energy-dispersive X-ray spectroscopy (EDXS), and inductively coupled plasma (ICP) analysis. The synthesized Cu@Sal-CS catalyst indicated its performance in the C-O and C-N oxidative coupling using the reaction of 1,3-dicarbonyl derivatives/2- substituted phenols with amides for the preparation of carbamates, as well as in the reaction of aldehydes and various amines in the synthesis of amides. The significant features of this work are operational simplicity of catalyst synthesis, in situ and new modification method, use of an efficient, recoverable, frequently reused and stable catalyst without any loss of catalytic activity, and high yields of the products in short times.

摘要

一种新型的纳米级 Cu@salicylaldehyde-modified-chitosan (Cu@Sal-CS) 通过绿色、环保且经济高效的技术合成。使用傅里叶变换红外光谱 (FT-IR)、扫描电子显微镜 (SEM)、能量色散 X 射线光谱 (EDXS) 和电感耦合等离子体 (ICP) 分析对制备的催化剂进行了表征。合成的 Cu@Sal-CS 催化剂在 1,3-二羰基衍生物/2-取代苯酚与酰胺的 C-O 和 C-N 氧化偶联反应中表现出性能,用于制备氨基甲酸酯,以及在醛和各种胺的反应中表现出性能在酰胺的合成中。这项工作的显著特点是催化剂合成操作简单、原位和新的修饰方法、使用高效、可回收、频繁重复使用且稳定的催化剂,没有任何催化活性损失,并且在短时间内获得高产率的产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5a73/8437951/b2ead97cd103/41598_2021_97554_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5a73/8437951/b2ead97cd103/41598_2021_97554_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5a73/8437951/b2ead97cd103/41598_2021_97554_Sch1_HTML.jpg

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本文引用的文献

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Org Lett. 2018 Sep 21;20(18):5861-5865. doi: 10.1021/acs.orglett.8b02537. Epub 2018 Sep 7.
2
Cellulose‑copper as bio-supported recyclable catalyst for the clickable azide-alkyne [3 + 2] cycloaddition reaction in water.纤维素-铜作为生物支撑的可回收催化剂,用于水相点击反应中的叠氮化物-炔烃 [3+2]环加成反应。
Int J Biol Macromol. 2018 Nov;119:849-856. doi: 10.1016/j.ijbiomac.2018.07.200. Epub 2018 Aug 3.
3
Synthesis of cellulose impregnated copper nanoparticles as an efficient heterogeneous catalyst for CN coupling reactions under mild conditions.
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Carbohydr Polym. 2018 Sep 1;195:189-198. doi: 10.1016/j.carbpol.2018.04.033. Epub 2018 Apr 24.
4
Cu and Cu-Based Nanoparticles: Synthesis and Applications in Catalysis.铜及铜基纳米粒子:合成及在催化中的应用。
Chem Rev. 2016 Mar 23;116(6):3722-811. doi: 10.1021/acs.chemrev.5b00482. Epub 2016 Mar 3.
5
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Chem Soc Rev. 2015 Apr 7;44(7):1922-47. doi: 10.1039/c4cs00254g. Epub 2015 Jan 22.
6
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Org Lett. 2014 Nov 7;16(21):5812-5. doi: 10.1021/ol5029354. Epub 2014 Oct 28.
8
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J Org Chem. 2014 Apr 4;79(7):3206-14. doi: 10.1021/jo402798k. Epub 2014 Mar 14.
9
(Tosylimino)phenyl-λ3-iodane as a reagent for the synthesis of methyl carbamates via Hofmann rearrangement of aromatic and aliphatic carboxamides.对甲苯磺酰基-λ3-碘苯作为通过芳基和脂肪族酰胺的霍夫曼重排合成甲基氨基甲酸酯的试剂。
J Org Chem. 2012 Feb 17;77(4):2087-91. doi: 10.1021/jo300007c. Epub 2012 Feb 9.
10
Curtius rearrangement of aromatic carboxylic acids to access protected anilines and aromatic ureas.芳香羧酸的库尔提斯重排反应以制备受保护的苯胺和芳香脲。
Org Lett. 2006 Dec 7;8(25):5717-20. doi: 10.1021/ol0622920.