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Recent progress in the chemistry of β-aminoketones
The β-aminoketone moiety has been found to be the basic skeleton of several drugs such as the amine salts “tolperisone (vasodilation)” and “oxyfedrine (therapeutic coronary disease)”, and fluoroaryl derivatives such as “sitagliptin (antidiabetic)”. The objective of this review is to summarize and hi...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9428906/ https://www.ncbi.nlm.nih.gov/pubmed/36128366 http://dx.doi.org/10.1039/d2ra03864a |
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author | Hammouda, Mohamed M. Elattar, Khaled M. |
author_facet | Hammouda, Mohamed M. Elattar, Khaled M. |
author_sort | Hammouda, Mohamed M. |
collection | PubMed |
description | The β-aminoketone moiety has been found to be the basic skeleton of several drugs such as the amine salts “tolperisone (vasodilation)” and “oxyfedrine (therapeutic coronary disease)”, and fluoroaryl derivatives such as “sitagliptin (antidiabetic)”. The objective of this review is to summarize and highlight the chemistry of compounds reported with a β-aminoketone core in the last five years regarding their synthetic strategies, chemical reactivity, and mechanistic synthetic pathways. In the different sections, we categorize the synthesis of β-aminoketones by Mannich reactions via catalytic, non-catalytic, and one-pot procedures. Also, the synthesis of the investigated compounds is accomplished by condensation reactions, from propargylic alcohols, reductive hydroamination, alkylation, carbonylative coupling, and acid hydrolysis of metal complexes. The aim of this review is to provide details for the synthesis of piperidines, morpholinones, piperazinones, dihydroxy-2-oxopyrroles, spirocyclic systems, imidazolines, indolizines, pyrido-isoindoles, aminoalcohols, metal complexes, fluoxetine, sotolon, (S)-ketamine, indolines, and benzoazepinones. |
format | Online Article Text |
id | pubmed-9428906 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-94289062022-09-19 Recent progress in the chemistry of β-aminoketones Hammouda, Mohamed M. Elattar, Khaled M. RSC Adv Chemistry The β-aminoketone moiety has been found to be the basic skeleton of several drugs such as the amine salts “tolperisone (vasodilation)” and “oxyfedrine (therapeutic coronary disease)”, and fluoroaryl derivatives such as “sitagliptin (antidiabetic)”. The objective of this review is to summarize and highlight the chemistry of compounds reported with a β-aminoketone core in the last five years regarding their synthetic strategies, chemical reactivity, and mechanistic synthetic pathways. In the different sections, we categorize the synthesis of β-aminoketones by Mannich reactions via catalytic, non-catalytic, and one-pot procedures. Also, the synthesis of the investigated compounds is accomplished by condensation reactions, from propargylic alcohols, reductive hydroamination, alkylation, carbonylative coupling, and acid hydrolysis of metal complexes. The aim of this review is to provide details for the synthesis of piperidines, morpholinones, piperazinones, dihydroxy-2-oxopyrroles, spirocyclic systems, imidazolines, indolizines, pyrido-isoindoles, aminoalcohols, metal complexes, fluoxetine, sotolon, (S)-ketamine, indolines, and benzoazepinones. The Royal Society of Chemistry 2022-08-31 /pmc/articles/PMC9428906/ /pubmed/36128366 http://dx.doi.org/10.1039/d2ra03864a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Hammouda, Mohamed M. Elattar, Khaled M. Recent progress in the chemistry of β-aminoketones |
title | Recent progress in the chemistry of β-aminoketones |
title_full | Recent progress in the chemistry of β-aminoketones |
title_fullStr | Recent progress in the chemistry of β-aminoketones |
title_full_unstemmed | Recent progress in the chemistry of β-aminoketones |
title_short | Recent progress in the chemistry of β-aminoketones |
title_sort | recent progress in the chemistry of β-aminoketones |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9428906/ https://www.ncbi.nlm.nih.gov/pubmed/36128366 http://dx.doi.org/10.1039/d2ra03864a |
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