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CV Jean-François Brière


Jean-François Brière (06/06/1971) - CNRS senior research scientist

Laboratory COBRA (Organic Chemistry Bioorganic Reactivity and Analysis)

University of Rouen Normandy, IRCOF building (UMR CNRS 6014, INSA Rouen Normandy)

1, rue Tesnière, 76821 Mont Saint Aignan (France)

Email: jean-francois.briere@insa-rouen.fr, Tel: +33(0)235522464

Website: (www.lab-cobra.fr/equipes/heterocycles, CatCH group)

ResearcherID: Q-8910-2016; ORCID: 0000-0002-1381-4535

66 publications, 6 book chapters, 5 patents

 

1998 Ph.D. in organic chemistry – University of Rouen Normandy - France (3 years), HETEROCYCLIC AND SUPRAMOLECULAR CHEMISTRY: “synthesis of an artificial enzyme to activate the amide bond construction”

1999 Post-doc in the Netherland (18 month), TOTAL SYNTHESIS: “total synthesis towards solanoeclepin A”

2001 Post-doc in Belgium (15 month), In collaboration with the company Rhodia Silicones at Lyon CATALYSE: "hydrosilylation catalyzed by Pt-NHC complexes”

 

independent researcher

BIORELEVANT CHIRAL HETEROCYCLES, ASYMMETRIC SYNTHESIS, (ORGANO)CATALYSIS, NOVEL BUILDING BLOCKS AND REACTIVITY IN ORGANIC SYNTHESIS

 

2002 R&D researcher for pharmaceutical company in France

Research center of RHODIA Company (currently Solvay) at Lyon (France).

 

2002-07 CNRS research scientist CNRS at LCMT laboratory, Univ. Caen Normandy

Habilitation in 2007

Phosphorous & Sulfur team, University of Caen Normandy (France)

Asymmetric sulfur ylide epoxidation reaction.

Novel chiral sulfur heterocycles and odorant properties

 

2007 Heterocycles team (group CatCH) at COBRA laboratory, Univ. and INSA of Rouen Normandy (France), UMR CNRS 6014

Promoted CNRS senior research scientist in 2017

Group leader of team CatCH (Catalysis, Chirality and Heterocycles)

Involved in industrial partnerships (2 joint laboratories, platform and Carnot institute I2C)

Chemistry of biorelevant chiral heterocycles

(Organo)Catalysis and asymmetric synthesis

Domino and multicomponent methodology in sustainable synthesis

Reactivity and useful platform molecules in organic synthesis:

  (Meldrum’s acid, triazines, isoxazolidin-5-ones: β-amino acid precursors)


Journal articles51 documents

  • Ludovic Leleu, Thomas Martzel, Arona Fall, Morgane Sanselme, Vincent Levacher, et al.. Diastereoselective addition of redox active esters to azomethine imines by electrosynthesis. Chemical Communications, Royal Society of Chemistry, In press, ⟨10.1039/D2CC01795D⟩. ⟨hal-03659242⟩
  • Emmanuel Deau, Alexandra Le Foll, Clémence Fouache, Emilie Corrot, Laetitia Bailly, et al.. Organocatalytic enantioselective synthesis of β-amino sulfonic acid derivatives. Chemical Communications, Royal Society of Chemistry, 2021, 57, pp.8348 - 8351. ⟨10.1039/D1CC03477D⟩. ⟨hal-03322399⟩
  • Alexia Ville, Julien Annibaletto, Sébastien Coufourier, Christophe Hoarau, Rodolphe Tamion, et al.. Amine Directed Palladium Catalyzed C‐H Halogenation of Phenylalanine Derivatives. Chemistry - A European Journal, Wiley-VCH Verlag, In press, 27, pp.13961-13965. ⟨10.1002/chem.202102411⟩. ⟨hal-03322472⟩
  • Arthur Lebrêne, Thomas Martzel, Laura Gouriou, Morgane Sanselme, Vincent Levacher, et al.. The Catalytic Regio- and Stereoselective Synthesis of 1,6-Diazabicyclo[4.3.0]nonane-2,7-diones. Journal of Organic Chemistry, American Chemical Society, 2021, 86 (13), pp.8600-8609. ⟨10.1021/acs.joc.1c00252⟩. ⟨hal-03322396⟩
  • Antonio Macchia, Andreas Eitzinger, Jean-François Brière, Mario Waser, Antonio Massa. Asymmetric Synthesis of Isoxazol-5-ones and Isoxazolidin-5-ones. SYNTHESIS, Georg Thieme Verlag, 2021, 53 (1), pp.107-122. ⟨10.1055/s-0040-1706483⟩. ⟨hal-03037370⟩
  • Martial Toffano, Régis Guillot, Chloee Bournaud, Jean-François Brière, Giang Vo-Thanh. Auto Tandem Catalysis: Asymmetric Vinylogous Cycloaddition / Kinetic Resolution Sequence for the Enantioselective Synthesis of Spiro‐Dihydropyranone from Benzylidene Meldrum’s Acid. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2021, 363, pp.4452-4458. ⟨10.1002/adsc.202100559⟩. ⟨hal-03304167⟩
  • Stéphane Wittmann, Thomas Martzel, Cong Thanh Pham Truong, Martial Toffano, Sylvain Oudeyer, et al.. Alkylidene Meldrum's Acids as Platforms for the Vinylogous Synthesis of Dihydropyranones. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2021, 60, pp.11110-11114. ⟨10.1002/anie.202014489⟩. ⟨hal-03200519⟩
  • Vincent Levacher, Claire Segovia, Pierre-Antoine Nocquet, Jean-François Brière, Sylvain Oudeyer. Organocatalysis: A Tool of Choice for the Enantioselective Nucleophilic Dearomatization of Electron-Deficient Six-Membered Ring Azaarenium Salts. Catalysts, MDPI, 2021, 11, ⟨10.3390/catal11101249⟩. ⟨hal-03426052⟩
  • Julien Annibaletto, Thomas Martzel, Vincent Levacher, Sylvain Oudeyer, Jean-François Brière. Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin‐5‐Ones. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2021, 363, pp.4447-4451. ⟨10.1002/adsc.202100719⟩. ⟨hal-03322422⟩
  • Andreas Eitzinger, Jean-François Brière, Dominique Cahard, Mario Waser. Enantioselective catalytic synthesis of α-aryl-α-SCF 3 -β 2,2 -amino acids. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2020, 18 (3), pp.405-408. ⟨10.1039/c9ob02666e⟩. ⟨hal-02442629⟩
  • Thomas Martzel, Julien Annibaletto, Pierre Millet, Etienne Pair, Morgane Sanselme, et al.. Organocatalytic Multicomponent Synthesis of α/β‐Dipeptide Derivatives. Chemistry - A European Journal, Wiley-VCH Verlag, 2020, 26, pp.8541. ⟨10.1002/chem.202001214⟩. ⟨hal-02523950⟩
  • Ronan Le Goff, Olivier Mahé, Ronan Le Coz-Botrel, Sylvie Malo, Jean-Michel Goupil, et al.. Insight in chitosan aerogels derivatives - Application in catalysis. Reactive and Functional Polymers, Elsevier, 2020, 146, pp.104393. ⟨10.1016/j.reactfunctpolym.2019.104393⟩. ⟨hal-02376706⟩
  • Aurélien Jacquin-Labarre, Sébastien Coufourier, Rodolphe Tamion, Alexandra Le Foll, Vincent Levacher, et al.. Base-Assisted Intramolecular C–N Coupling Reaction from NH 2 -Bound Cyclopalladated L -Phenylalanine to Indoline-2-carboxylic Acid. Organometallics, American Chemical Society, 2020, 39 (5), pp.767-773. ⟨10.1021/acs.organomet.0c00030⟩. ⟨hal-02493098⟩
  • Thomas Martzel, Julien Annibaletto, Vincent Levacher, Jean-François Brière, Sylvain Oudeyer. C5‐Disubstituted Meldrum’s Acid Derivatives as Platform for the Organocatalytic Synthesis of C3‐Alkylated Dihydrocoumarins. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2019, 361 (5), pp.995-1000. ⟨10.1002/adsc.201801453⟩. ⟨hal-02197276⟩
  • Cécile Soulignac, Benedetta Cornelio, Frédérique Brégier, Franck Le Derf, Jean-François Brière, et al.. Heterogeneous-phase Sonogashira cross-coupling reaction on COC surface for the grafting of biomolecules – Application to isatin. Colloids and Surfaces B: Biointerfaces, Elsevier, 2019, 181, pp.639-647. ⟨10.1016/j.colsurfb.2019.06.001⟩. ⟨hal-02197292⟩
  • Philippe Champetter, Omar Castillo-Aguilera, Catherine Taillier, Jean-François Brière, Vincent Dalla, et al.. N-Alkoxyacrylamides in Domino Reactions: Catalytic and Stereoselective Access to δ-Lactams. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2019, 47, pp.7703-7710. ⟨10.1002/ejoc.201901528⟩. ⟨hal-02376720⟩
  • Floris Buttard, Clément Berthonneau, Marie-Aude Hiebel, Jean-François Brière, Franck Suzenet. Organocatalytic aza-Michael Reaction to 3-Vinyl-1,2,4-triazines as a Valuable Bifunctional Platform. Journal of Organic Chemistry, American Chemical Society, 2019, 84 (6), pp.3702-3714. ⟨10.1021/acs.joc.9b00141⟩. ⟨hal-02197289⟩
  • Claire Segovia, Arthur Lebrêne, Vincent Levacher, Sylvain Oudeyer, Jean-François Brière. Enantioselective Catalytic Transformations of Barbituric Acid Derivatives. Catalysts, MDPI, 2019, 9 (2), pp.131. ⟨10.3390/catal9020131⟩. ⟨hal-02197279⟩
  • Fabien Legros, Thomas Martzel, Jean-François Brière, Sylvain Oudeyer, Vincent Levacher. Organocatalytic Enantioselective Decarboxylative Protonation Reaction of Meldrum's Acid Derivatives under PTC Conditions. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2018, 2018 (17), pp.1975-1983. ⟨10.1002/ejoc.201800331⟩. ⟨hal-02024511⟩
  • Timothée Cadart, Vincent Levacher, Stéphane Perrio, Jean-François Brière. Construction of Isoxazolidin-5-ones with a Tetrasubstituted Carbon Center: Enantioselective Conjugate Addition Mediated by Phase-Transfer Catalysis. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2018, 360 (7), pp.1499-1509. ⟨10.1002/adsc.201800009⟩. ⟨hal-01830254⟩
  • Thomas Martzel, Jean-François Lohier, Annie-Claude Gaumont, Jean-François Brière, Stéphane Perrio. Sulfinate-Organocatalyzed (3+2) Annulation Reaction of Propargyl or Allenyl Sulfones with Activated Imines. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2018, 2018 (36), pp.5069-5073. ⟨10.1002/ejoc.201800749⟩. ⟨hal-01846976⟩
  • N. Lespes, E. Pair, C. Maganga, M. Bretier, Vincent Tognetti, et al.. A Unique (3+2) Annulation Reaction between Meldrum's Acid and Nitrones: Mechanistic Insight by ESI-IMS-MS and DFT Studies. Chemistry - A European Journal, Wiley-VCH Verlag, 2018, 24 (16), pp.4086-4093. ⟨10.1002/chem.201705714⟩. ⟨hal-02024514⟩
  • Thomas Martzel, Jean-François Lohier, Annie-Claude Gaumont, Jean-François Brière, Stéphane Perrio. Sulfinate-Organocatalyzed (3+2) Annulation of Allenyl Sulfones with 1,1-Dicyano Olefins in the Presence of a Quaternary Ammonium Phase Transfer Agent. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2018, 360 (14), pp.2696-2706. ⟨10.1002/adsc.201800466⟩. ⟨hal-01850385⟩
  • Clément Berthonneau, F. Buttard, Marie-Aude Hiebel, Franck Suzenet, Jean-François Brière. Organocatalyzed Thia-Michael Addition and Sequential Inverse Electron Demanding Diels-Alder Reaction to 3-Vinyl-1,2,4- triazine Platforms. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2017, 359 (23), pp.4106-4110. ⟨10.1002/adsc.201700831⟩. ⟨hal-02046260⟩
  • Thomas Martzel, Jean-François Lohier, Annie-Claude Gaumont, Jean-François Brière, Stéphane Perrio. Unique Reactivity of α-Substituted Electron-Deficient Allenes using Sulfinate Salts as Lewis Base Organocatalysts. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2017, 359 (1), pp.96-106. ⟨10.1002/adsc.201600929⟩. ⟨hal-01830252⟩
  • Jabrane Jouha, Floris Buttard, Magali Lorion, Clément Berthonneau, Mostafa Khouili, et al.. Domino Aza-Michael-ih-Diels-Alder Reaction to Various 3-Vinyl-1,2,4-triazines: Access to Polysubstituted Tetrahydro-1,6-naphthyridines. Organic Letters, American Chemical Society, 2017, 19 (18), pp.4770-4773. ⟨10.1021/acs.orglett.7b02132⟩. ⟨hal-02046286⟩
  • J. Annibaletto, Sylvain Oudeyer, Vincent Levacher, Jean-François Brière. Catalytic Enantioselective Syntheses of Isoxazolidin-5-ones. SYNTHESIS, Georg Thieme Verlag, 2017, 49 (10), pp.2117-2128. ⟨10.1055/s-0036-1588765⟩. ⟨hal-02046255⟩
  • Alexandra Le Foll, Emmanuel Deau, Emilie Corrot, Laurent Bischoff, Vincent Levacher, et al.. A Meldrum's Acid Based Multicomponent Synthesis of N‐Fmoc‐isoxazolidin‐5‐ones: Entry to N‐Fmoc‐β‐amino Acids. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2017, 2017 (22), pp.3265-3273. ⟨10.1002/ejoc.201700472⟩. ⟨hal-02046289⟩
  • Timothée Cadart, Clément Berthonneau, Vincent Levacher, Stéphane Perrio, Jean-François Brière. Enantioselective Phase-Transfer Catalyzed α-Sulfanylation of Isoxazolidin-5-ones: An Entry to β 2,2 -Amino Acid Derivatives. Chemistry - A European Journal, Wiley-VCH Verlag, 2016, 22 (43), pp.15261-15264. ⟨10.1002/chem.201603910⟩. ⟨hal-01830257⟩
  • Etienne Pair, Timothée Cadart, Vincent Levacher, Jean-François Brière. Meldrum's Acid: A Useful Platform in Asymmetric Organocatalysis. ChemCatChem, Wiley, 2016, 8 (11), pp.1882-1890. ⟨10.1002/cctc.201600247⟩. ⟨hal-02046231⟩
  • Etienne Pair, Vincent Levacher, Jean-François Brière. Modified multicomponent Biginelli–Atwal reaction towards a straightforward construction of 5,6-dihydropyrimidin-4-ones. RSC Advances, Royal Society of Chemistry, 2015, 5 (57), pp.46267-46271. ⟨10.1039/c5ra08792a⟩. ⟨hal-01158390⟩
  • Magali Lorion, Gerald Guillaumet, Jean-François Brière, Franck Suzenet. Sequential Michael Addition and Enamine-Promoted Inverse Electron Demanding Diels–Alder Reaction upon 3-Vinyl-1,2,4-triazine Platforms. Organic Letters, American Chemical Society, 2015, 17 (12), pp.3154-3157. ⟨10.1021/acs.orglett.5b01487⟩. ⟨hal-01167194⟩
  • Olivier Mahé, Jean-François Brière, Isabelle Dez. Chitosan: an Upgraded Polysaccharide Waste for Organocatalysis. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2015, 2015 (12), pp.2559-2578. ⟨10.1002/ejoc.201403396⟩. ⟨hal-01148499⟩
  • Christophe Berini, Muriel Sebban, Hassan Oulyadi, Morgane Sanselme, Vincent Levacher, et al.. Organocatalyzed Multicomponent Synthesis of Isoxazolidin-5-ones. Organic Letters, American Chemical Society, 2015, 17 (21), pp.5408-5411. ⟨10.1021/acs.orglett.5b02755⟩. ⟨hal-02046141⟩
  • Sylvain Laclef, Catherine Taillier, Christine Penloup, Aurélie Viger, Jean-François Brière, et al.. Scalable asymmetric synthesis of a key fragment of Bcl-2/Bcl-xL inhibitors †. RSC Advances, Royal Society of Chemistry, 2014, 4 (75), pp.39817-39821. ⟨10.1039/c4ra07821g⟩. ⟨hal-01141445⟩
  • Sylvain Oudeyer, Jean-François Brière, Vincent Levacher. Progress in Catalytic Asymmetric Protonation. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2014, 2014 (28), pp.6103-6119. ⟨10.1002/ejoc.201402213⟩. ⟨hal-01141335⟩
  • Etienne Pair, Christophe Berini, Romain Noël, Morgane Sanselme, Vincent Levacher, et al.. Organocatalysed multicomponent synthesis of pyrazolidinones: Meldrum's acid approach. Chemical Communications, Royal Society of Chemistry, 2014, 50 (71), pp.10218-10221. ⟨10.1039/c4cc04852k⟩. ⟨hal-01141340⟩
  • Romain Noël, Vincent Gembus, Vincent Levacher, Jean-François Brière. Organocatalysed synthesis of isoxazolines initiated by a chemoselective oxa-Michael. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2014, 12 (8), pp.1245-1249. ⟨10.1039/C3OB42406E⟩. ⟨hal-01141350⟩
  • Rosmara Mansueto, Leonardo Degennaro, Jean-François Brière, Karen Griffin, Michael Shipman, et al.. Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2014, 12 (42), pp.8505-8511. ⟨10.1039/c4ob01457j⟩. ⟨hal-01141457⟩
  • Svetlana Postikova, Tony Tite, Vincent Levacher, Jean-François Brière. Organocatalyzed Synthesis of Isoxazolidin-5-ones: The Meldrum's Acid Approach. Advanced Synthesis and Catalysis, Wiley-VCH Verlag, 2013, 355 (13), pp.2513-2517. ⟨10.1002/adsc.201300465⟩. ⟨hal-01015420⟩
  • Svetlana Postikova, Mohamad Sabbah, Daniel Wightman, Ich Tuan Nguyen, Morgane Sanselme, et al.. Developments in Meyers' lactamization methodology: en route to bi(hetero)aryl structures with defined axial chirality.. Journal of Organic Chemistry, American Chemical Society, 2013, 78 (16), pp.8191-8197. ⟨10.1021/jo401259w⟩. ⟨hal-00997427⟩
  • Tony Tite, Mohamad Sabbah, Vincent Levacher, Jean-François Brière. Organocatalysed decarboxylative protonation process from Meldrum's acid: enantioselective synthesis of isoxazolidinones.. Chemical Communications, Royal Society of Chemistry, 2013, 49 (98), pp.11569-11571. ⟨10.1039/c3cc47695b⟩. ⟨hal-00997428⟩
  • Vincent Gembus, Christophe Furman, Régis Millet, Roxane Mansouri, Philippe Chavatte, et al.. Scaffold hopping strategy toward original pyrazolines as selective CB₂ receptor ligands.. European Journal of Medicinal Chemistry, Elsevier, 2012, 58, pp.396-404. ⟨10.1016/j.ejmech.2012.10.031⟩. ⟨hal-00997079⟩
  • Jean-François Brière, Sylvain Oudeyer, Vincent Dalla, Vincent Levacher. Recent advances in cooperative ion pairing in asymmetric organocatalysis. Chemical Society Reviews, Royal Society of Chemistry, 2012, 41 (5), pp.1696-1707. ⟨10.1039/c1cs15200a⟩. ⟨hal-00997086⟩
  • Olivier Mahé, Isabelle Dez, Vincent Levacher, Jean-François Brière. Enantioselective synthesis of bio-relevant 3,5-diaryl pyrazolines. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2012, 10 (19), pp.3946-3954. ⟨10.1039/c2ob25227a⟩. ⟨hal-00997072⟩
  • Vincent Gembus, Solenn Janvier, Jean-Pierre Lecouvé, Lucile Vaysse-Ludot, Jean-François Brière, et al.. Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block.. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2012, 10 (10), pp.2003-2007. ⟨10.1039/c2ob06762e⟩. ⟨hal-00997078⟩
  • Vincent Gembus, Svetlana Postikova, Vincent Levacher, Jean-François Brière. Highly regio- and diastereoselective anionic [3 + 2] cycloaddition under phase transfer catalytic conditions.. Journal of Organic Chemistry, American Chemical Society, 2011, 76 (10), pp.4194-4199. ⟨10.1021/jo2005268⟩. ⟨hal-00992154⟩
  • Olivier Mahé, Isabelle Dez, Vincent Levacher, Jean-François Brière. Enantioselective phase-transfer catalysis: synthesis of pyrazolines.. Angewandte Chemie International Edition, Wiley-VCH Verlag, 2010, 49 (39), pp.7072-7075. ⟨10.1002/anie.201002485⟩. ⟨hal-00992138⟩
  • Vincent Gembus, Jean-Jacques Bonnet, François Janin, Pierre Bohn, Vincent Levacher, et al.. Synthesis of pyrazolines by a site isolated resin-bound reagents methodology. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2010, 8 (14), pp.3287-3293. ⟨10.1039/c004704j⟩. ⟨hal-00992140⟩
  • Olivier Mahé, Denis Frath, Isabelle Dez, Francis Marsais, Vincent Levacher, et al.. TBD-organocatalysed synthesis of pyrazolines. Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2009, 7 (18), pp.3648-3651. ⟨10.1039/b911577c⟩. ⟨hal-01915860⟩
  • Benjamin Lefranc, Alain Valla, Krishna Ethiraj, Jean-Noel Jaubert, Patrick Metzner, et al.. Synthesis and Evaluation of Enantiopure 6-Thiabicyclo[3.2.1]octanes for Asymmetric Epoxidation of Benzaldehyde. SYNLETT, Georg Thieme Verlag, 2008, 2008 (11), pp.1679-1683. ⟨10.1055/s-2008-1077878⟩. ⟨hal-01939333⟩

Book sections1 document

  • Sylvain Oudeyer, Vincent Levacher, Jean-François Brière. Chiral Quaternary Ammonium Salts in Organocatalysis. Maxime R. Vitale; Sylvain Oudeyer; Vincent Levacher; Jean-Francois Briere. Radical and ion-pairing strategies in asymmetric organocatalysis, ISTE Press; Elsevier, pp.87-173, 2017, 978-1-78548-127-7. ⟨10.1016/B978-1-78548-127-7.50002-2⟩. ⟨hal-02024983⟩