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Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins

A new method for faster and simple preparation of 3,3′,4,4′-tetrahydro-3,3′-disubstituted-4,4′-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the resul...

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Autores principales: Koleva, Ana I., Petkova-Yankova, Nevena I., Nikolova, Rositca D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278503/
https://www.ncbi.nlm.nih.gov/pubmed/30380675
http://dx.doi.org/10.3390/molecules23112810
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author Koleva, Ana I.
Petkova-Yankova, Nevena I.
Nikolova, Rositca D.
author_facet Koleva, Ana I.
Petkova-Yankova, Nevena I.
Nikolova, Rositca D.
author_sort Koleva, Ana I.
collection PubMed
description A new method for faster and simple preparation of 3,3′,4,4′-tetrahydro-3,3′-disubstituted-4,4′-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45–92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position.
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spelling pubmed-62785032018-12-13 Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins Koleva, Ana I. Petkova-Yankova, Nevena I. Nikolova, Rositca D. Molecules Article A new method for faster and simple preparation of 3,3′,4,4′-tetrahydro-3,3′-disubstituted-4,4′-biscoumarins with participation of an organozinc reagent is reported. The reaction is promoted by ultrasound irradiation and it offers a simple experimental setup and excellent reproducibility of the results. Moreover, homodimers were isolated in yields of 45–92%. The dimerization conditions are applicable to coumarins with electron-withdrawing groups at third position. MDPI 2018-10-29 /pmc/articles/PMC6278503/ /pubmed/30380675 http://dx.doi.org/10.3390/molecules23112810 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Koleva, Ana I.
Petkova-Yankova, Nevena I.
Nikolova, Rositca D.
Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title_full Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title_fullStr Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title_full_unstemmed Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title_short Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3′-Disubstituted Biscoumarins
title_sort ultrasound-assisted metal-mediated method for the formation of tetrahydro-3,3′-disubstituted biscoumarins
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278503/
https://www.ncbi.nlm.nih.gov/pubmed/30380675
http://dx.doi.org/10.3390/molecules23112810
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