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通过δ2-噻唑啉高效微波辅助合成光学活性双环2-吡啶酮

Efficient microwave assisted synthesis of optically active bicyclic 2-pyridinones via delta2-thiazolines.

作者信息

Emtenäs Hans, Taflin Camilla, Almqvist Fredrik

机构信息

Organic Chemistry, Department of Chemistry, Umeå University, SE-901 87 Umeå, Sweden.

出版信息

Mol Divers. 2003;7(2-4):165-9. doi: 10.1023/b:modi.0000006800.46154.99.

DOI:10.1023/b:modi.0000006800.46154.99
PMID:14870846
Abstract

A new efficient synthesis of optically active bicyclic 2-pyridiones has been developed using microwave irradiation. The synthesis is a two-step procedure via delta2-thiazolines, which only requires a 3 + 2 min reaction time compared to 2 days when using conventional heating. The optimized conditions proved to be suitable for the synthesis of a small library in excellent yields and with limited racemizations.

摘要

利用微波辐射开发了一种新的高效合成光学活性双环2-吡啶酮的方法。该合成是通过δ2-噻唑啉的两步过程,与使用传统加热时的2天相比,仅需3 + 2分钟的反应时间。优化后的条件被证明适用于以优异的产率和有限的外消旋化合成一个小型文库。

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2
Design and parallel solid-phase synthesis of ring-fused 2-pyridinones that target pilus biogenesis in pathogenic bacteria.
J Comb Chem. 2002 Nov-Dec;4(6):630-9. doi: 10.1021/cc020032d.
3
High-speed combinatorial synthesis utilizing microwave irradiation.利用微波辐射的高速组合合成。
一种选择性的分子内 5-endo-或 6-exo-环化反应,可用于构建含有 2-呋喃酮或 2-吡喃酮的三环骨架。
J Org Chem. 2011 Dec 2;76(23):9817-25. doi: 10.1021/jo201952p. Epub 2011 Oct 31.
4
Synthesis and application of a bromomethyl substituted scaffold to be used for efficient optimization of anti-virulence activity.合成和应用溴甲基取代支架,用于有效优化抗毒活性。
Eur J Med Chem. 2011 Apr;46(4):1103-16. doi: 10.1016/j.ejmech.2011.01.025. Epub 2011 Jan 21.
5
Unusual light spectroscopic properties of a 2-pyridone-based multi-ring-fused fluorescent scaffold.基于 2-吡啶酮的多环稠合荧光支架的不寻常光光谱性质。
J Fluoresc. 2010 Nov;20(6):1249-53. doi: 10.1007/s10895-010-0676-3. Epub 2010 May 20.
6
Small-molecule inhibitors target Escherichia coli amyloid biogenesis and biofilm formation.小分子抑制剂靶向大肠杆菌淀粉样蛋白生成和生物膜形成。
Nat Chem Biol. 2009 Dec;5(12):913-9. doi: 10.1038/nchembio.242. Epub 2009 Oct 25.
7
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Mol Divers. 2009 Nov;13(4):399-419. doi: 10.1007/s11030-009-9136-x. Epub 2009 Apr 21.
8
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Bioorg Med Chem Lett. 2008 Jun 15;18(12):3536-40. doi: 10.1016/j.bmcl.2008.05.020. Epub 2008 May 7.
9
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Proc Natl Acad Sci U S A. 2006 Nov 21;103(47):17897-902. doi: 10.1073/pnas.0606795103. Epub 2006 Nov 10.
Curr Opin Chem Biol. 2002 Jun;6(3):314-20. doi: 10.1016/s1367-5931(02)00306-x.
4
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5
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Chembiochem. 2001 Dec 3;2(12):915-8. doi: 10.1002/1439-7633(20011203)2:12<915::AID-CBIC915>3.0.CO;2-M.
6
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Bioorg Med Chem Lett. 2002 Feb 25;12(4):561-5. doi: 10.1016/s0960-894x(01)00802-2.
7
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