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靛红、仲胺与亚甲基 Meldrum's 酸反应生成双螺吡咯烷。

Formation of bis-spiropyrrolidines from isatin, secondary amines, and alkylidene Meldrum's acids.

机构信息

Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran.

Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran.

出版信息

Mol Divers. 2024 Feb;28(1):85-95. doi: 10.1007/s11030-023-10610-0. Epub 2023 Feb 17.

DOI:10.1007/s11030-023-10610-0
PMID:36800110
Abstract

A catalyst-free synthesis of stable bis-spiropyrrolidines from isatin, secondary amines, and alkylidene Meldrum's acids in MeCN in 75-95% yield is described. The antioxidant and antimicrobial properties of the synthesized compounds are investigated. For this purpose, the radical scavenging activities of four derivatives were studied by radical trapping of diphenylpicrylhydrazine and ferric reduction power experiments. Disk diffusion test on Gram-positive and Gram-negative bacteria was employed to investigate antibacterial activities of five derivatives.

摘要

本文描述了一种在 MeCN 中,通过靛红、仲胺和亚甲基 Meldrum's 酸无催化剂合成稳定双螺吡咯烷的方法,产率为 75-95%。研究了合成化合物的抗氧化和抗菌性能。为此,通过二苯基苦基肼的自由基捕获和铁还原能力实验研究了四个衍生物的自由基清除活性。采用革兰氏阳性菌和革兰氏阴性菌的圆盘扩散试验研究了五个衍生物的抗菌活性。

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本文引用的文献

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Synthesis of thia- and thioxo-tetraazaspiro[4.4]nonenones from nitrile imines and arylidenethiohydantoins.从腈亚胺和苯亚甲基硫代海因出发合成噻和硫代四氮杂螺[4.4]壬-4-烯酮。
Mol Divers. 2021 May;25(2):777-785. doi: 10.1007/s11030-020-10056-8. Epub 2020 Feb 25.
2
Stereoselective Sequential Spirocyclopropanation/Cloke-Wilson Rearrangement Reactions for Synthesis of -β,γ-Disubstituted γ-Butyrolactones Using Alkylidene Meldrum's Acid and Benzyl Halides.立体选择性顺序螺环丙烷化/Cloke-Wilson 重排反应用于使用亚甲基 Meldrum's 酸和苄基卤化物合成 -β,γ-二取代 γ-丁内酯。
J Org Chem. 2020 Feb 21;85(4):2266-2276. doi: 10.1021/acs.joc.9b02978. Epub 2020 Jan 22.
3
Development of Synthetic Methodologies via Catalytic Enantioselective Synthesis of 3,3-Disubstituted Oxindoles.
通过3,3-二取代氧化吲哚的催化对映选择性合成开发合成方法
Acc Chem Res. 2018 Jun 19;51(6):1443-1454. doi: 10.1021/acs.accounts.8b00097. Epub 2018 May 29.
4
Divergent Cyclization Reactions of Morita-Baylis-Hillman Carbonates of 2-Cyclohexenone and Isatylidene Malononitriles.2-环己烯酮和亚苄基丙二腈的 Morita-Baylis-Hillman 碳酸酯的发散环化反应。
Org Lett. 2015 Sep 18;17(18):4490-3. doi: 10.1021/acs.orglett.5b02157. Epub 2015 Sep 2.
5
The use of spirocyclic scaffolds in drug discovery.螺环骨架在药物发现中的应用。
Bioorg Med Chem Lett. 2014 Aug 15;24(16):3673-82. doi: 10.1016/j.bmcl.2014.06.081. Epub 2014 Jul 5.
6
One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives.梅尔德鲁姆酸一百年:吡啶和嘧啶衍生物合成的进展。
Mol Divers. 2009 Nov;13(4):399-419. doi: 10.1007/s11030-009-9136-x. Epub 2009 Apr 21.
7
Meldrum's acid and related compounds in the synthesis of natural products and analogs.美拉德酸及相关化合物在天然产物及其类似物合成中的应用
Chem Soc Rev. 2008 Apr;37(4):789-811. doi: 10.1039/b716020h. Epub 2008 Feb 12.
8
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J Agric Food Chem. 2001 Aug;49(8):4083-9. doi: 10.1021/jf0103572.