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伯吡咯啉和吡啶亚胺。

Primary Pyrrolimines and Pyridinimines.

作者信息

Kpoezoun Amavi, Baba Gnon, Guillemin Jean-Claude

机构信息

Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR (Institut des Sciences Chimiques de Rennes)-UMR6226, F-35000 Rennes, France.

Laboratoire de Chimie Organique et des Substances Naturelles, Département de Chimie, Université de Lomé, Lomé BP 1515, Togo.

出版信息

Molecules. 2025 Mar 10;30(6):1239. doi: 10.3390/molecules30061239.


DOI:10.3390/molecules30061239
PMID:40142015
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11944330/
Abstract

The association of an aromatic ring with an N-H-unsubstituted imine generates families of compounds that have been little studied until now except when the ring is a phenyl group. Recently, such imines substituted by a furan or thiophene group have been synthesized. This work reports a similar study where a pyrrole or pyridine ring is directly linked to an N-unsubstituted aldimine or ketimine group in order to isolate such compounds and to open the way to the knowledge of their physicochemical properties. The lower volatility of pyrrole and pyridine derivatives compared to aryl, furan, or thiophene derivatives greatly increases the difficulty of the synthesis and isolation of these kinetically unstable compounds.

摘要

一个芳环与一个未被N - H取代的亚胺相连会生成一类化合物,到目前为止,除了该环为苯基的情况外,这类化合物几乎未被研究过。最近,已合成了被呋喃或噻吩基团取代的此类亚胺。这项工作报道了一项类似的研究,其中吡咯或吡啶环直接与未被N取代的醛亚胺或酮亚胺基团相连,以便分离出这类化合物,并为了解它们的物理化学性质开辟道路。与芳基、呋喃或噻吩衍生物相比,吡咯和吡啶衍生物的挥发性较低,这大大增加了合成和分离这些动力学不稳定化合物的难度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/55305854a46e/molecules-30-01239-sch015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/0562b7f6e0a5/molecules-30-01239-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/d168acc51b1a/molecules-30-01239-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/4c5eaf9042ad/molecules-30-01239-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/01cb0c2061b4/molecules-30-01239-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/b01e80757087/molecules-30-01239-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/d752386eebcf/molecules-30-01239-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/e9b4c888df44/molecules-30-01239-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/300ee4c8738a/molecules-30-01239-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/a81e0623ebb8/molecules-30-01239-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/b5e5d2782bc5/molecules-30-01239-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/1937479f1710/molecules-30-01239-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/0e7affd751be/molecules-30-01239-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/c64bbe9a284f/molecules-30-01239-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/4377e0119e78/molecules-30-01239-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/55305854a46e/molecules-30-01239-sch015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/0562b7f6e0a5/molecules-30-01239-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/d168acc51b1a/molecules-30-01239-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/4c5eaf9042ad/molecules-30-01239-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/01cb0c2061b4/molecules-30-01239-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/b01e80757087/molecules-30-01239-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/d752386eebcf/molecules-30-01239-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/e9b4c888df44/molecules-30-01239-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/300ee4c8738a/molecules-30-01239-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/a81e0623ebb8/molecules-30-01239-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/b5e5d2782bc5/molecules-30-01239-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/1937479f1710/molecules-30-01239-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/0e7affd751be/molecules-30-01239-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/c64bbe9a284f/molecules-30-01239-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/4377e0119e78/molecules-30-01239-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2b3/11944330/55305854a46e/molecules-30-01239-sch015.jpg

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本文引用的文献

[1]
-Unsubstituted 2- and 3-thiophenimines.

Org Biomol Chem. 2024-10-30

[2]
Synthesis and Characterization of N-Unsubstituted 2- and 3-Furanimines.

J Org Chem. 2024-8-2

[3]
Spectroscopic identification of interstellar relevant 2-iminoacetaldehyde.

Chem Commun (Camb). 2023-10-24

[4]
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Hosp Pharm. 2023-10

[5]
Remdesivir.

Profiles Drug Subst Excip Relat Methodol. 2023

[6]
Methylenecyanamide (CH═NCN) and ()- and ()-Iminoacetonitriles (NC-CH═NH), Dimers of Hydrogen Cyanide.

J Org Chem. 2023-2-17

[7]
Spectroscopic evidence for 1,2-diiminoethane - a key intermediate in imidazole synthesis.

Chem Commun (Camb). 2022-7-28

[8]
Therapeutic potential of pyrrole and pyrrolidine analogs: an update.

Mol Divers. 2022-10

[9]
COVID-19: A Review of Potential Treatments (Corticosteroids, Remdesivir, Tocilizumab, Bamlanivimab/Etesevimab, and Casirivimab/Imdevimab) and Pharmacological Considerations.

J Pharm Pract. 2023-4

[10]
Tegaserod for Irritable Bowel Syndrome With Constipation in Women Younger Than 65 Years Without Cardiovascular Disease: Pooled Analyses of 4 Controlled Trials.

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