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3-芳基氨基-2-羟基-四氢吲哚-4-酮在室温下于水中的化学选择性环化反应。

Chemoselective cyclization of 3-arylamino-2-hydroxy-tetrahydroindol-4-one in water at room temperature.

作者信息

Rahimi Fatemeh, Bayat Mohammad, Hosseini Fahimeh Sadat, Kozakiewicz Anna

机构信息

Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin, Iran.

Department of Crystallochemistry and Biocrystallography, Faculty of Chemistry, Nicolaus Copernicus University in Torun, 87-100, Torun, Poland.

出版信息

Heliyon. 2019 Apr 8;5(4):e01456. doi: 10.1016/j.heliyon.2019.e01456. eCollection 2019 Apr.

DOI:10.1016/j.heliyon.2019.e01456
PMID:31008394
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6458501/
Abstract

A convenient and green protocol is developed for the chemoselective synthesis of indole derivatives by the one-pot, multi-component reaction of 5,5-dimethyl-3-(arylamino)cyclohex-2-enone derivatives (derived from the addition of various anilines to dimedone) with phenylglyoxal monohydrate, and diverse anilines, in water at room temperature. Advantages of this reaction include the availability of starting materials, use of water as a green solvent, catalyst-free approach, simple work-up, high yields, and preparation of potentially bioactive compounds.

摘要

开发了一种便捷且绿色的方法,通过5,5 - 二甲基 - 3 -(芳基氨基)环己 - 2 - 烯酮衍生物(由各种苯胺与达米酮加成得到)与苯乙二醛一水合物及多种苯胺在室温下于水中进行一锅多组分反应,化学选择性合成吲哚衍生物。该反应的优点包括起始原料易得、使用水作为绿色溶剂、无催化剂方法、后处理简单、产率高以及制备具有潜在生物活性的化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/04566da0b94e/gr7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/e203f8d47567/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/e92e6fd35382/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/cf435376a243/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/3710cfc9d37e/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/397e926023ed/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/dae04ff3c1b7/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/04566da0b94e/gr7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/e203f8d47567/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/e92e6fd35382/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/cf435376a243/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/3710cfc9d37e/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/397e926023ed/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/dae04ff3c1b7/gr6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2757/6458501/04566da0b94e/gr7.jpg

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本文引用的文献

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Indole Derivatives as Cyclooxygenase Inhibitors: Synthesis, Biological Evaluation and Docking Studies.吲哚衍生物作为环氧化酶抑制剂的合成、生物评价及对接研究。
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