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含亚磷酸官能团的金属有机框架材料MIL-101(Cr)-NH的合成:通过基于协同烯醇式异头物氧化法合成α-氨基-2-吡啶酮和吡喃并[2,3-b]吡唑衍生物的应用。

Synthesis of Metal-Organic Frameworks MIL-101(Cr)-NH Containing Phosphorous Acid Functional Groups: Application for the Synthesis of -Amino-2-pyridone and Pyrano [2,3-]pyrazole Derivatives via a Cooperative Vinylogous Anomeric-Based Oxidation.

作者信息

Babaee Saeed, Zarei Mahmoud, Sepehrmansourie Hassan, Zolfigol Mohammad Ali, Rostamnia Sadegh

机构信息

Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, P.O. Box 6517838683, Hamedan, Iran.

Organic and Nano Group (ONG), Department of Chemistry, Faculty of Science, University of Maragheh, P.O. Box 55181-83111, Maragheh, Iran.

出版信息

ACS Omega. 2020 Mar 20;5(12):6240-6249. doi: 10.1021/acsomega.9b02133. eCollection 2020 Mar 31.

Abstract

In the current paper, we successfully developed and used metal-organic frameworks (MOFs) based on MIL-101(Cr)-NH with phosphorus acid functional groups MIL-101(Cr)-N(CHPOH). The synthesized metal-organic frameworks (MOFs) as a multi-functional heterogeneous and nanoporous catalyst were used for the synthesis of -amino-2-pyridone and pyrano [2,3-]pyrazole derivatives via reaction of ethyl cyanoacetate or ethyl acetoacetate, hydrazine hydrate, malononitrile, and various aldehydes. The final step of the reaction mechanism was preceded by a cooperative vinylogous anomeric-based oxidation. Recycle and reusability of the described catalyst MIL-101(Cr)-N(CHPOH) were also investigated.

摘要

在当前论文中,我们成功开发并使用了基于带有磷酸官能团MIL-101(Cr)-N(CH₂PO₃H₂)的金属有机框架材料(MOFs),即MIL-101(Cr)-NH。合成的金属有机框架材料(MOFs)作为一种多功能非均相纳米多孔催化剂,用于通过氰基乙酸乙酯或乙酰乙酸乙酯、水合肼、丙二腈与各种醛的反应合成β-氨基-2-吡啶酮和吡喃并[2,3-c]吡唑衍生物。反应机理的最后一步之前是基于协同烯醇型异头物的氧化反应。还研究了所述催化剂MIL-101(Cr)-N(CH₂PO₃H₂)的循环利用和可重复使用性。

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