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One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives

[Image: see text] We developed a facile and green one-pot synthetic method for substituted 1,3,5-triaryl-1,5-diketones by Claisen–Schmidt condensation following Michael addition reaction of aryl ketones and aryl aldehydes under a transition-metal-free condition. This convenient one-pot synthetic str...

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Autores principales: Asressu, Kesatebrhan Haile, Chan, Chieh-Kai, Wang, Cheng-Chung
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7992091/
https://www.ncbi.nlm.nih.gov/pubmed/33778244
http://dx.doi.org/10.1021/acsomega.0c05328
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author Asressu, Kesatebrhan Haile
Chan, Chieh-Kai
Wang, Cheng-Chung
author_facet Asressu, Kesatebrhan Haile
Chan, Chieh-Kai
Wang, Cheng-Chung
author_sort Asressu, Kesatebrhan Haile
collection PubMed
description [Image: see text] We developed a facile and green one-pot synthetic method for substituted 1,3,5-triaryl-1,5-diketones by Claisen–Schmidt condensation following Michael addition reaction of aryl ketones and aryl aldehydes under a transition-metal-free condition. This convenient one-pot synthetic strategy has several advantages, including being transition-metal-free, having no extra additives or reagents, having a broad substrate scope, having a high isolated yield, having a minimum amount of base employment, having a shorter reaction time, use of cheap starting materials, cost-effectiveness, and being environment friendly. Some of the chemical structures of 1,5-diketones were confirmed by X-ray single-crystal diffraction analysis. The application of 1,5-diketones was demonstrated in the preparation of 2,4,6-triaryl pyridine derivatives under a catalyst-free system using ammonium acetate as a nitrogen source.
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spelling pubmed-79920912021-03-26 One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives Asressu, Kesatebrhan Haile Chan, Chieh-Kai Wang, Cheng-Chung ACS Omega [Image: see text] We developed a facile and green one-pot synthetic method for substituted 1,3,5-triaryl-1,5-diketones by Claisen–Schmidt condensation following Michael addition reaction of aryl ketones and aryl aldehydes under a transition-metal-free condition. This convenient one-pot synthetic strategy has several advantages, including being transition-metal-free, having no extra additives or reagents, having a broad substrate scope, having a high isolated yield, having a minimum amount of base employment, having a shorter reaction time, use of cheap starting materials, cost-effectiveness, and being environment friendly. Some of the chemical structures of 1,5-diketones were confirmed by X-ray single-crystal diffraction analysis. The application of 1,5-diketones was demonstrated in the preparation of 2,4,6-triaryl pyridine derivatives under a catalyst-free system using ammonium acetate as a nitrogen source. American Chemical Society 2021-03-09 /pmc/articles/PMC7992091/ /pubmed/33778244 http://dx.doi.org/10.1021/acsomega.0c05328 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Asressu, Kesatebrhan Haile
Chan, Chieh-Kai
Wang, Cheng-Chung
One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title_full One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title_fullStr One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title_full_unstemmed One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title_short One-Pot Synthesis of 1,5-Diketones under a Transition-Metal-Free Condition: Application in the Synthesis of 2,4,6-Triaryl Pyridine Derivatives
title_sort one-pot synthesis of 1,5-diketones under a transition-metal-free condition: application in the synthesis of 2,4,6-triaryl pyridine derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7992091/
https://www.ncbi.nlm.nih.gov/pubmed/33778244
http://dx.doi.org/10.1021/acsomega.0c05328
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