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漆酶介导的噻唑、β-酮砜和咪唑并吡啶的一锅法绿色合成

Laccase Mediated One-Pot, Green Synthesis of Thiazoles, β-Keto Sulfones and Imidazopyridines.

作者信息

Gaikwad Sanjay S, Hiwale Mehul M, Zyate Shankesh C, Gaikwad Santosh B, Waghmode Suresh B, Jadhao Amardeep R

机构信息

Department of Chemistry, MES, Abasaheb Garware College, Pune, Maharashtra, 411004, India.

Department of Chemistry, Late Pushpadevi Patil Arts and Science College, Risod, Dist. Washim, Maharashtra, 444506, India.

出版信息

Appl Biochem Biotechnol. 2025 Apr;197(4):2757-2767. doi: 10.1007/s12010-024-05157-1. Epub 2025 Jan 9.

DOI:10.1007/s12010-024-05157-1
PMID:39786632
Abstract

We report the first in situ reaction of the β-haloketones obtained from laccase catalysed oxidation of secondary alcohol 2-halo phenylethanol's in present study. To the best of our knowledge, this is the first ever fusion of laccase catalysed oxidation reaction with green organic synthetic reaction. The methodology employs molecular oxygen to oxidize secondary alcohol in biphasic medium by laccase from T. giganteum AGHP, to obtain β-haloketones. This research provides environmentally benign access to thiazole, β-ketosulfone and imidazopyridine derivatives in good to very good yields with wide functional group tolerance.

摘要

在本研究中,我们报道了通过漆酶催化仲醇2-卤代苯乙醇氧化得到的β-卤代酮的首次原位反应。据我们所知,这是漆酶催化氧化反应与绿色有机合成反应的首次融合。该方法采用分子氧在双相介质中由巨大栓菌AGHP的漆酶氧化仲醇,以获得β-卤代酮。本研究以良好至优异的产率、广泛的官能团耐受性,为噻唑、β-酮砜和咪唑并吡啶衍生物提供了环境友好的合成途径。

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本文引用的文献

1
Sonication Assisted One-Pot Synthesis of Substituted Imidazopyridine from Styrene in Water.超声辅助一锅法在水中由苯乙烯合成取代的咪唑吡啶。
Curr Org Synth. 2021;18(4):366-370. doi: 10.2174/1570179417999201105160447.
2
tert-Butyl Hydroperoxide (TBHP)-Initiated Vicinal Sulfonamination of Alkynes: A Radical Annulation toward 3-Sulfonylindoles.叔丁基过氧化物(TBHP)引发炔烃的邻位磺酰亚胺化:自由基环化合成 3-磺酰基吲哚。
Org Lett. 2016 Jul 15;18(14):3330-3. doi: 10.1021/acs.orglett.6b01427. Epub 2016 Jun 24.
3
The catalytic activity enhancement and biodegradation potential of free laccase and novel sol-gel laccase in non-conventional solvents.
游离漆酶和新型溶胶-凝胶漆酶在非常规溶剂中的催化活性增强和生物降解潜力。
Bioresour Technol. 2012 Jun;114:472-7. doi: 10.1016/j.biortech.2012.02.138. Epub 2012 Mar 7.
4
Laccases: a never-ending story.漆酶:一个永无止境的故事。
Cell Mol Life Sci. 2010 Feb;67(3):369-85. doi: 10.1007/s00018-009-0169-1. Epub 2009 Oct 22.
5
Enantioselective total synthesis of lycopodine.石松碱的对映选择性全合成。
J Am Chem Soc. 2008 Jul 23;130(29):9238-9. doi: 10.1021/ja803613w. Epub 2008 Jun 27.
6
Laccases: blue enzymes for green chemistry.漆酶:用于绿色化学的蓝色酶
Trends Biotechnol. 2006 May;24(5):219-26. doi: 10.1016/j.tibtech.2006.03.006. Epub 2006 Mar 30.
7
Green oxidations with laccase-mediator systems.漆酶-介质体系的绿色氧化反应
Biochem Soc Trans. 2006 Apr;34(Pt 2):304-8. doi: 10.1042/BST20060304.
8
Regiospecific synthesis of 3-substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine.3-取代咪唑并[1,2-a]吡啶、咪唑并[1,2-a]嘧啶和咪唑并[1,2-c]嘧啶的区域特异性合成。
J Org Chem. 2003 Jun 13;68(12):4935-7. doi: 10.1021/jo026797p.
9
Laccases and their occurrence in prokaryotes.漆酶及其在原核生物中的存在
Arch Microbiol. 2003 Mar;179(3):145-50. doi: 10.1007/s00203-002-0510-7. Epub 2003 Feb 7.
10
Multicopper Oxidases and Oxygenases.多铜氧化酶和加氧酶
Chem Rev. 1996 Nov 7;96(7):2563-2606. doi: 10.1021/cr950046o.