A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium

An efficient method for the synthesis of a variety of pyrimidine derivatives 3a–t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a–k as Michael acceptor using an aqueous medium and diethylamine is described. This 1,4-addition strategy offers several advantages, such as usin...

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Autores principales: Al-Najjar, Hany J., Barakat, Assem, Al-Majid, Abdullah M., Mabkhot, Yahia N., Weber, Manuel, Ghabbour, Hazem A., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271361/
https://www.ncbi.nlm.nih.gov/pubmed/24445342
http://dx.doi.org/10.3390/molecules19011150
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author Al-Najjar, Hany J.
Barakat, Assem
Al-Majid, Abdullah M.
Mabkhot, Yahia N.
Weber, Manuel
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_facet Al-Najjar, Hany J.
Barakat, Assem
Al-Majid, Abdullah M.
Mabkhot, Yahia N.
Weber, Manuel
Ghabbour, Hazem A.
Fun, Hoong-Kun
author_sort Al-Najjar, Hany J.
collection PubMed
description An efficient method for the synthesis of a variety of pyrimidine derivatives 3a–t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a–k as Michael acceptor using an aqueous medium and diethylamine is described. This 1,4-addition strategy offers several advantages, such as using an economic and environmentally benign reaction media, high yields, versatility, and shorter reaction times. The synthesized compounds were identified by (1)H-NMR, (13)C-NMR, CHN, IR, and MS. The structure of compound 3a was further confirmed by single crystal X-ray structure determination.
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spelling pubmed-62713612018-12-20 A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium Al-Najjar, Hany J. Barakat, Assem Al-Majid, Abdullah M. Mabkhot, Yahia N. Weber, Manuel Ghabbour, Hazem A. Fun, Hoong-Kun Molecules Article An efficient method for the synthesis of a variety of pyrimidine derivatives 3a–t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a–k as Michael acceptor using an aqueous medium and diethylamine is described. This 1,4-addition strategy offers several advantages, such as using an economic and environmentally benign reaction media, high yields, versatility, and shorter reaction times. The synthesized compounds were identified by (1)H-NMR, (13)C-NMR, CHN, IR, and MS. The structure of compound 3a was further confirmed by single crystal X-ray structure determination. MDPI 2014-01-17 /pmc/articles/PMC6271361/ /pubmed/24445342 http://dx.doi.org/10.3390/molecules19011150 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Al-Najjar, Hany J.
Barakat, Assem
Al-Majid, Abdullah M.
Mabkhot, Yahia N.
Weber, Manuel
Ghabbour, Hazem A.
Fun, Hoong-Kun
A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title_full A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title_fullStr A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title_full_unstemmed A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title_short A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium
title_sort greener, efficient approach to michael addition of barbituric acid to nitroalkene in aqueous diethylamine medium
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271361/
https://www.ncbi.nlm.nih.gov/pubmed/24445342
http://dx.doi.org/10.3390/molecules19011150
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