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硝酸铈铵（CAN）-超声辐射促进的四组分一锅法合成多取代的吡喃并[2,3-c]吡唑。

Cerium ammonium nitrate (CAN)-catalyzed four-component one-pot synthesis of multi-substituted pyrano[2,3-c] pyrazoles under ultrasound irradiation.

机构信息

Key Laboratory of Oil & Gas Fine Chemicals, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Ürümqi, 830046, People's Republic of China,

出版信息

Mol Divers. 2013 Nov;17(4):693-700. doi: 10.1007/s11030-013-9465-7. Epub 2013 Aug 6.

DOI:10.1007/s11030-013-9465-7
PMID:23918005
Abstract

A convenient and efficient synthesis of multi-substituted dihydropyrano[2,3-c]pyrazole derivatives is reported. The four-component reaction of 4-hydrazinobenzoic acid, β-keto esters, aromatic aldehydes, and malononitrile using 10 mol% CAN catalyst in water under ultrasound irradiation produced the target compounds in good-to-excellent yields. This method has advantages over conventional methods in being economic, non-toxic, and environmentally compatible due to its use of efficient and eco-friendly CAN catalyst and water solvent.

摘要

本文报道了一种方便、高效的多取代二氢吡喃并[2,3-c]吡唑衍生物的合成方法。该方法以 4-肼基苯甲酸、β-酮酯、芳香醛和丙二腈为原料，在超声辐射下，以 10 mol% 的 CAN 为催化剂，在水中进行四组分反应，以良好至优异的收率得到了目标化合物。与传统方法相比，该方法具有经济、无毒、环境友好的优点，因为它使用了高效、环保的 CAN 催化剂和水溶剂。

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本文引用的文献

1
Organocatalytic one-pot asymmetric synthesis of 4H,5H-pyrano[2,3-c]pyrazoles.有机催化一锅法不对称合成 4H,5H-吡喃并[2,3-c]吡唑。
Org Lett. 2012 Aug 17;14(16):4254-7. doi: 10.1021/ol301983f. Epub 2012 Aug 1.
2
Ultrasound irradiation promoted efficient solvent-free lipase-catalyzed production of mono- and diacylglycerols from olive oil.超声辐射促进了橄榄油中单甘酯和二甘酯的无溶剂脂肪酶催化合成。
Ultrason Sonochem. 2011 Sep;18(5):981-7. doi: 10.1016/j.ultsonch.2010.11.010. Epub 2010 Dec 5.
3
A flexible six-component reaction to access constrained depsipeptides based on a dihydropyridinone core.
Ru@CMC/FeO hybrid: an efficient, magnetic, retrievable, self-organized nanocatalyst for green synthesis of pyranopyrazole and polyhydroquinoline derivatives.
Ru@CMC/FeO 杂化体：一种高效、磁性、可回收、自组织的纳米催化剂，用于绿色合成吡喃并吡唑和多氢喹啉衍生物。
Mol Divers. 2019 May;23(2):421-442. doi: 10.1007/s11030-018-9887-3. Epub 2018 Oct 29.
一种基于二氢吡啶酮核心的用于合成受限环肽的灵活六组分反应。
J Org Chem. 2007 Dec 21;72(26):10239-42. doi: 10.1021/jo701978v. Epub 2007 Nov 13.
4
Effects of ultrasonic frequency and liquid height on sonochemical efficiency of large-scale sonochemical reactors.超声频率和液位对大型声化学反应器声化学效率的影响
Ultrason Sonochem. 2008 Mar;15(3):244-50. doi: 10.1016/j.ultsonch.2007.03.012. Epub 2007 Apr 22.
5
Antiproliferative and apoptosis inducing properties of pyrano[3,2-c]pyridones accessible by a one-step multicomponent synthesis.通过一步多组分合成可获得的吡喃并[3,2-c]吡啶酮的抗增殖和诱导凋亡特性。
Bioorg Med Chem Lett. 2007 Jul 15;17(14):3872-6. doi: 10.1016/j.bmcl.2007.05.004. Epub 2007 May 6.
6
Metal-assisted multicomponent reactions involving carbon monoxide--towards heterocycle synthesis.涉及一氧化碳的金属辅助多组分反应——用于杂环合成
Angew Chem Int Ed Engl. 2007;46(20):3612-5. doi: 10.1002/anie.200604743.
7
Diastereoselective multicomponent synthesis of dihydropyridones with an isocyanide functionality.具有异氰化物官能团的二氢吡啶酮的非对映选择性多组分合成。
Org Lett. 2006 Nov 9;8(23):5369-72. doi: 10.1021/ol062204b.
8
One-pot synthesis of macrocycles by a tandem three-component reaction and intramolecular [3+2] cycloaddition.通过串联三组分反应和分子内[3+2]环加成一锅法合成大环化合物。
Org Lett. 2006 Aug 31;8(18):4145-8. doi: 10.1021/ol061782p.
9
Recent developments in isocyanide based multicomponent reactions in applied chemistry.应用化学中基于异腈的多组分反应的最新进展。
Chem Rev. 2006 Jan;106(1):17-89. doi: 10.1021/cr0505728.
10
Pyrazole derivatives as partial agonists for the nicotinic acid receptor.吡唑衍生物作为烟酸受体的部分激动剂。
J Med Chem. 2003 Aug 28;46(18):3945-51. doi: 10.1021/jm030888c.