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新型 3-芳基偶氮烟碱合成的范围和局限性。

Scope and limitations of a novel synthesis of 3-arylazonicotinates.

机构信息

Chemistry Department, Faculty of Science at Qena, South Valley University, P.O. Box 83523, Qena, Egypt.

出版信息

Molecules. 2012 May 18;17(5):5924-34. doi: 10.3390/molecules17055924.

DOI:10.3390/molecules17055924
PMID:22609783
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6268266/
Abstract

The reaction of 3-oxo-3-phenyl-2-phenylhydrazonal with functionally substituted and heteroaromatic substituted acetonitrile to yield arylazonicotinic acid derivatives and 5-arylsubstituted pyridines was established. In some cases the produced nicotinates could not be isolated as they underwent thermally induced 6π-electrocyclization yielding polynuclear pyridine derivatives.

摘要

建立了 3-氧代-3-苯基-2-苯腙与功能取代和杂芳环取代的乙腈反应生成芳基偶氮烟酸衍生物和 5-芳基取代吡啶的方法。在某些情况下,由于所生成的烟酸酯不能分离,因为它们经历了热诱导的 6π-电环化反应,生成多核吡啶衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/2fa7e917ed60/molecules-17-05924-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/47e2cac3ecf5/molecules-17-05924-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/4312a0b0f4aa/molecules-17-05924-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/46d210753e5e/molecules-17-05924-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/93328445681a/molecules-17-05924-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/70ad72e30f84/molecules-17-05924-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/10f41a7164b1/molecules-17-05924-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/2fa7e917ed60/molecules-17-05924-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/47e2cac3ecf5/molecules-17-05924-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/4312a0b0f4aa/molecules-17-05924-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/46d210753e5e/molecules-17-05924-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/93328445681a/molecules-17-05924-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/70ad72e30f84/molecules-17-05924-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/10f41a7164b1/molecules-17-05924-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4c7b/6268266/2fa7e917ed60/molecules-17-05924-g007.jpg

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本文引用的文献

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Studies on 3-oxoalkanenitriles: novel rearrangement reactions observed in studies of the chemistry of 3-heteroaroyl-3-oxoalkanenitriles as novel routes to 2-dialkylaminopyridines.3-氧代链烷腈的研究:在研究 3-杂芳酰基-3-氧代链烷腈化学时观察到的新型重排反应,作为合成 2-二烷基氨基吡啶的新途径。
Molecules. 2012 Jan 18;17(1):897-909. doi: 10.3390/molecules17010897.
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Polyfunctional nitriles in organic syntheses: a novel route to aminopyrroles, pyridazines and pyrazolo[3,4-c]pyridazines.有机合成中的多官能腈类:一种合成氨基吡咯、哒嗪和吡唑并[3,4-c]哒嗪的新途径。
Molecules. 2009 Feb 16;14(2):798-806. doi: 10.3390/molecules14020798.
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Synthesis, antibacterial and anticonvulsant evaluations of some cyclic enaminones.
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