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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 196, 2021 - Issue 11
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Research Article

An efficient and simple strategy toward the synthesis of highly functionalized compounds

Momtez Jmaia Université de Tunis El Manar, Faculté des Sciences de Tunis, SOHES-LR17ES01, Tunis, Tunisie;b Faculté des Sciences et des Techniques, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes, CNRS, Nantes, FranceView further author information
,
Mohamed Lotfi Efrita Université de Tunis El Manar, Faculté des Sciences de Tunis, SOHES-LR17ES01, Tunis, TunisieView further author information
,
Didier Dubreuilb Faculté des Sciences et des Techniques, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes, CNRS, Nantes, FranceORCID Iconhttps://orcid.org/0000-0003-4216-8760View further author information
ORCID Icon,
Virginie Blotb Faculté des Sciences et des Techniques, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes, CNRS, Nantes, FranceORCID Iconhttps://orcid.org/0000-0001-5809-6971View further author information
ORCID Icon,
Jacques Lebretonb Faculté des Sciences et des Techniques, Chimie et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes, CNRS, Nantes, FranceORCID Iconhttps://orcid.org/0000-0003-2603-8982View further author information
ORCID Icon &
Hédi M'rabeta Université de Tunis El Manar, Faculté des Sciences de Tunis, SOHES-LR17ES01, Tunis, TunisieCorrespondence[email protected]
View further author information
Pages 978-995 | Received 25 Jan 2021, Accepted 23 Jun 2021, Published online: 29 Jul 2021
 
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Abstract

The expedient syntheses of small libraries of ((β-ethoxycarbonyl, -cyano and -acetyl)propyloxy) methylphosphonate scaffolds bearing olefin, sulfanyl, or amine functions are described. All these new derivatives are readily produced from easily available starting reagents (aldehydes, electron-poor olefins, and dialkylphosphites) following a three steps reaction sequence of condensations, SN2′-type reaction and a conjugated thia- or aza-Michael 1,4-addition with aromatic and aliphatic thiol or amine nucleophiles.

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Additional information

Funding

The authors are deeply indebted to the Tunisian Ministry of Higher Education and Scientific Research, to the University of Tunis El Manar (Tunisia), the Centre National de la Recherche Scientifique (CNRS, France), and the Université de Nantes (France) for their support.

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