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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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Detalles Bibliográficos
Autores principales: Hammouda, Mohamed M., Elattar, Khaled M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
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.
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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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