Laboratoire de Chimie Moléculaire et Thio-organique

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Pr Thierry LEQUEUX

Full professor

Section du CNU n°32
Tel : 02 31 45 28 54
e-mail : thierry.lequeux@ensicaen.fr

Thierry Lequeux was graduted from the University of Orsay (Parsi XI). He obtained his PhD in 1994, under the supervison of Dr Jean-Pierre Bégué and Dr Danièle Bonnet-Delpon on the study of the role of the CF­3 group in cycloaddition reactions. After a post-doctoral position in the group of Pr Jonathan Percy at the University of Birmingham (UK) on synthesis of difluoromethylphosphonates as analogues of phosphates (3′-modified nucleotides), he was appointed Lecturer in fluorine chemistry, and then full Professor at the University of Caen (France). His current research interests are focus on the preparation of fluorinated biomolecules, and biopolymers to prepare acyclonucleosides, enzyme inhibitors and fluorinated polymers for tissue engineering. He is member of the GIS Fluor, the French Fluorine Network .

 

Teaching

Teaching in organic synthesis, retro-synthesis, heterocyclic chemistry, fluorine chemistry, insecticides, and molecular orbital going from L2 level up to M2 level.

Scientific records

  • 75 publications (65 articles, 3 patents, 7 book chapters), et 1 scientific popular articles
  • 39 conferences

 

Key publications

Photoinduced Non­–stabilized Azomethine Ylide Formation for the Preparation of Fluorine Containing Pyrrolidines. Thierry, T.; Lebargy, C., Pfund, E.; Lequeux, T. J. Org. Chem. 2019, 84, 5877. (IF = 4.8). (10.102/acs.joc.9b00244)

Difluorophosphonylated Allylic Ether Moiety as a 2′-Modification of RNA-Type Molecules: Synthesis, Thermal, and Metabolic Studies. Emmanuel Pfund,  Christelle Dupouy,  Sonia Rouanet, Reḿi Legay, Cyril Lebargy, Jean-Jacques Vasseur, and Thierry Lequeux, Org. Lett. 2019, 21, 4803−480. (DOI:10.1021/ acs.orglett.9b01689)

Synthesis of Fluoropyrrolidines and (Fluoroalkyl)pyrrolidines. Emmanuel Pfund, Thierry Lequeux, Synthesis 2017, 49, 3848–3862 (IF = 2.65).

Access to Fluoropyrrolidines by Intramolecular Aza-Michael Addition Reaction. Clothilde Le Guen, Minh-Loan Tran Do, Aurélien Chardon, Cyril Lebargy, Jean-François Lohier, Emmanuel Pfund, and Thierry Lequeux J. Org. Chem. 2016, 81, 6714-6720

Fluorophosphonylated Monomers for Dental Applications Mathieu Derbanne, Anais Zulauf, Stéphane LeGoff, Emmanuel Pfund, Michael Sadoun, Thi-Nhan Pham, and Thierry Lequeux. Org. Process. Res. Dev. 2014, 18, 1010-1019.

Aza-Michael Access to Fluoroalkylidenes Analogues of Biomolecules Anaïs Prunier, Charlène Calata, Julien Legros, Jacques Maddaluno, Emmanuel Pfund, Thierry Lequeux J. Org. Chem. 2013, 78, 8083-8097.

Fluorophosphonylated Nucleoside Derivatives as New Series of Thymidine Phosphorylase Multisubstrate Inhibitors Sonia Diab, Coralie De Schutter, Murielle Muzard, Richard Plantier-Royon, Emmanuel Pfund, Thierry Lequeux J. Med. Chem. 2012, 55, 2758-2768.

Books

1. « General Methods for the Synthesis of Difluoromethylenephosphonates » T. Lequeux in Fluorine-Containing Synthons – ACS Symposium Series N°911, V. A. Soloshonok Editor- Oxford University Press/ American Chemical Society, Washington DC . 2005, Chapter 26, pp 440-455.

2. Syntheses of Monofluoroalkyl compounds by substitution reactions, T. Lequeux – Houben-Weyl, Science of Synthesis, volume 34 Compounds with One Carbon-Heteroatom Bond: Fluorine, Editeurs S. Ley, J. M. Percy, 2006, chapitre 34-1-4-1 pages: 57-70.

3. Syntheses of Monofluoroalkyl compounds by substitution reactions, T. Lequeux – Houben-Weyl, Science of Synthesis, volume 34 Compounds with One Carbon-Heteroatom Bond: Fluorine, Editeurs S. Ley, J. M. Percy, 2006, chapitre 34-1-4-3, pages: 149-168.

4. O, O-Diethyl Phosphonodifluoromethyllithium, Thierry P. Lequeux, Encyclopedia of Reagents for Organic Synthesis, 2007 John Wiley & Sons, Ltd DOI: 10.1002/9780470842898.rd158.pub2

5. 2,2,2-Trifluoroethyl Diphenylphosphine Oxide, Laëtitia Jean-Baptiste, Thierry P. Lequeux, Encyclopedia of Reagents for Organic Synthesis 2007 John Wiley & Sons, Ltd DOI: 10.1002/9780470842898.rn00707

6. Straightforward Synthesis of Monofluoroalkenes, F. Larnaud, T. Lequeux, Chemistry Today 2012 (vulgarisation scientifique).

7. Syntheses of Monofluoroalkyl compounds by substitution reactions, T. Lequeux – Houben-Weyl, Science of Synthesis, volume 34 Compounds with One Carbon-Heteroatom Bond: Fluorine, Editeurs J. F. Paquin, 2016-2017, chapitre 34-1-4-1 up-date

 

Patents

1. Preparation of monofluoroalkenes via a direct olefin formation from carbonyl compounds and metalated fluoro-heterocyclic sulfones. Pazenok, S., Demoute, J.P., Zard, S., T. Lequeux 2002, PCT Int. Appl. WO 0240459 A1.

2. Composés fluorophosphonylés, composition les contenant et leur utilisation pour restaurer les dents – brevet CNRS, UCBN, ENSICAEN. Thierry Lequeux, pierre-jean Madec, Thi-nhan Pham, Anais Zulauf 2013, FR 2985513 et PCT int Appl. WO 2013/105049A1

3. Utilisation de dérivés de monomères issus de l’isosorbide comme substitut des dérivés du bis-phénol A- H. Ho, T. Lequeux, N. Pham, G. Ely, G. Sotto – G-Pharma/CNRS 29/07/2016, FR3031976 A1.

Nos Tutelles




Structuration


Labex

> EMC3

> SynOrg


Réseaux nationaux

> CRUNCH

> Réseau français du fluor

> INC3M


Institut Carnot

          


ComUE

 

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