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Wittig and Wittig–Horner Reactions under Sonication Conditions

Carbonyl olefinations are among the most important organic syntheses that form C=C bonds, as they usually have high yields and in addition offer excellent stereoselectivity. Due to these advantages, carbonyl olefinations have important pharmaceutical and industrial applications. These reactions cont...

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Autores principales: Ilia, Gheorghe, Simulescu, Vasile, Plesu, Nicoleta, Chiriac, Vlad, Merghes, Petru
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9964018/
https://www.ncbi.nlm.nih.gov/pubmed/36838946
http://dx.doi.org/10.3390/molecules28041958
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author Ilia, Gheorghe
Simulescu, Vasile
Plesu, Nicoleta
Chiriac, Vlad
Merghes, Petru
author_facet Ilia, Gheorghe
Simulescu, Vasile
Plesu, Nicoleta
Chiriac, Vlad
Merghes, Petru
author_sort Ilia, Gheorghe
collection PubMed
description Carbonyl olefinations are among the most important organic syntheses that form C=C bonds, as they usually have high yields and in addition offer excellent stereoselectivity. Due to these advantages, carbonyl olefinations have important pharmaceutical and industrial applications. These reactions contain an additional step of an α-functionalized carbanion to an aldehyde or ketone to produce alkenes, but syntheses performed using metal carbene complexes are also known. The Wittig reaction is an example of carbonyl olefination, one of the best ways to synthesize alkenes. This involves the chemical reaction between an aldehyde or ketone with a so-called Wittig reagent, for instance phosphonium ylide. Triphenylphosphine-derived ylides and trialkylphosphine-derived ylides are the most common phosphorous compounds used as Wittig reagents. The Wittig reaction is commonly involved in the synthesis of novel anti-cancer and anti-viral compounds. In recent decades, the use of ultrasound on the Wittig reaction (and on different modified Wittig syntheses, such as the Wittig–Horner reaction or the aza-Wittig method) has been studied as a green synthesis. In addition to the advantage of green synthesis, the use of ultrasounds in general also improved the yield and reduced the reaction time. All of these chemical syntheses conducted under ultrasound will be described further in the present review.
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spelling pubmed-99640182023-02-26 Wittig and Wittig–Horner Reactions under Sonication Conditions Ilia, Gheorghe Simulescu, Vasile Plesu, Nicoleta Chiriac, Vlad Merghes, Petru Molecules Review Carbonyl olefinations are among the most important organic syntheses that form C=C bonds, as they usually have high yields and in addition offer excellent stereoselectivity. Due to these advantages, carbonyl olefinations have important pharmaceutical and industrial applications. These reactions contain an additional step of an α-functionalized carbanion to an aldehyde or ketone to produce alkenes, but syntheses performed using metal carbene complexes are also known. The Wittig reaction is an example of carbonyl olefination, one of the best ways to synthesize alkenes. This involves the chemical reaction between an aldehyde or ketone with a so-called Wittig reagent, for instance phosphonium ylide. Triphenylphosphine-derived ylides and trialkylphosphine-derived ylides are the most common phosphorous compounds used as Wittig reagents. The Wittig reaction is commonly involved in the synthesis of novel anti-cancer and anti-viral compounds. In recent decades, the use of ultrasound on the Wittig reaction (and on different modified Wittig syntheses, such as the Wittig–Horner reaction or the aza-Wittig method) has been studied as a green synthesis. In addition to the advantage of green synthesis, the use of ultrasounds in general also improved the yield and reduced the reaction time. All of these chemical syntheses conducted under ultrasound will be described further in the present review. MDPI 2023-02-18 /pmc/articles/PMC9964018/ /pubmed/36838946 http://dx.doi.org/10.3390/molecules28041958 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Ilia, Gheorghe
Simulescu, Vasile
Plesu, Nicoleta
Chiriac, Vlad
Merghes, Petru
Wittig and Wittig–Horner Reactions under Sonication Conditions
title Wittig and Wittig–Horner Reactions under Sonication Conditions
title_full Wittig and Wittig–Horner Reactions under Sonication Conditions
title_fullStr Wittig and Wittig–Horner Reactions under Sonication Conditions
title_full_unstemmed Wittig and Wittig–Horner Reactions under Sonication Conditions
title_short Wittig and Wittig–Horner Reactions under Sonication Conditions
title_sort wittig and wittig–horner reactions under sonication conditions
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9964018/
https://www.ncbi.nlm.nih.gov/pubmed/36838946
http://dx.doi.org/10.3390/molecules28041958
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