Publications HAL

  • Emanuela Berrino, Bastien Michelet, Kassandra Vitse, Alessio Nocentini, Gianluca Bartolucci, et al.. Superacid-Synthesized Fluorinated Diamines Act as Selective hCA IV Inhibitors. Journal of Medicinal Chemistry, 2024, ⟨10.1021/acs.jmedchem.4c01795⟩. ⟨hal-04753033⟩
  • Paul Bourbon, Kassandra Vitse, Agnès Martin-Mingot, Hugo Geindre, Frédéric Guégan, et al.. Leveraging long-lived arenium ions in superacid for meta-selective methylation. Nature Communications, 2024, 15 (1), pp.7435. ⟨10.1038/s41467-024-49421-8⟩. ⟨hal-04680872⟩
  • Mélissa Longuet, Kassandra Vitse, Agnès Martin-Mingot, Bastien Michelet, Frédéric Guégan, et al.. Determination of the Hammett Acidity of HF/Base Reagents. Journal of the American Chemical Society, 2024, ⟨10.1021/jacs.4c02344⟩. ⟨hal-04552304⟩
  • Anthony J Fernandes, Bastien Michelet, Armen Panossian, Agnès Martin-Mingot, Frédéric R Leroux, et al.. Exploring F/CF3 substituted oxocarbenium ions for the diastereoselective assembly of highly substituted tetrahydrofurans. Chemical Communications, 2023, 59 (27), pp.4083-4086. ⟨10.1039/d2cc06521e⟩. ⟨hal-04046996⟩
  • Bastien Michelet, Agnès Martin-Mingot, Jean Rodriguez, Sébastien Thibaudeau, Damien Bonne. Enantioselective Organocatalysis and Superacid Activation: Challenges and Opportunities. Chemistry - A European Journal, 2023, 29 (35), pp.e202300440. ⟨10.1002/chem.202300440⟩. ⟨hal-04047011⟩
  • Maxime Artault, Thomas Cantin, Mélissa Longuet, Kassandra Vitse, Christ Daniel Matatu Mbengo, et al.. Exploring Superacid‐Promoted Skeletal Reorganization of Aliphatic Nitrogen‐Containing Compounds. Angewandte Chemie International Edition, 2023, 63 (1), pp.e202316458. ⟨10.1002/anie.202316458⟩. ⟨hal-04520297⟩
  • Clément Jacob, Hajar Baguia, Amaury Dubart, Samuel Oger, Pierre Thilmany, et al.. A general synthesis of azetidines by copper-catalysed photoinduced anti-Baldwin radical cyclization of ynamides. Nature Communications, 2022, 13 (1), pp.560. ⟨10.1038/s41467-022-28098-x⟩. ⟨hal-03798007⟩
  • Emeline Appert, Agnès Martin-Mingot, Omar Karam, Fabien Zunino, Bastien Michelet, et al.. Superacid‐Mediated Late‐Stage Aromatic Polydeuteration of Pharmaceuticals. Chemistry - A European Journal, 2022, 28 (49), pp.e202201583. ⟨10.1002/chem.202201583⟩. ⟨hal-03769665⟩
  • Yasmin Reviriot, Bastien Michelet, Rodolphe Beaud, Agnès Martin-Mingot, Frédéric Guégan, et al.. Hidden Heptacyclic Chiral N-Acyl Iminium Ions: a New Entry to Enantioenriched Polycyclic Azepanes and Azocanes by Superacid-Promoted Intramolecular Pictet-Spengler Reaction. Chemistry - A European Journal, 2022, 28 (25), pp.e202200432. ⟨10.1002/chem.202200432⟩. ⟨hal-03769652⟩
  • Emanuela Berrino, Bastien Michelet, Agnès Martin-Mingot, Fabrizio Carta, Claudiu T Supuran, et al.. Modulating the Efficacy of Carbonic Anhydrase Inhibitors through Fluorine Substitution. Angewandte Chemie International Edition, 2021, 60 (43), pp.23068-23082. ⟨10.1002/anie.202103211⟩. ⟨hal-03358401⟩
  • Paul Bourbon, Emeline Appert, Agnès Martin-Mingot, Bastien Michelet, Sébastien Thibaudeau. Complementary Site-Selective Sulfonylation of Aromatic Amines by Superacid Activation. Organic Letters, 2021, 23 (11), pp.4115-4120. ⟨10.1021/acs.orglett.1c00994⟩. ⟨hal-03358394⟩
  • Naresh Bhuma, Ludivine Lebedel, Hiroki Yamashita, Yutaka Shimizu, Zahra Abada, et al.. Insight into the Ferrier rearrangement by combining flash chemistry and superacids. Angewandte Chemie International Edition, 2021, 60 (4), pp.2036-2041. ⟨10.1002/anie.202010175⟩. ⟨hal-03007376⟩
  • Anthony J Fernandes, Armen Panossian, Bastien Michelet, Agnès Martin-Mingot, Frédéric Leroux, et al.. CF3-substituted carbocations: underexploited intermediates with great potential in modern synthetic chemistry. Beilstein Journal of Organic Chemistry, 2021, 17, pp.343-378. ⟨10.3762/bjoc.17.32⟩. ⟨hal-03154651⟩
  • Anthony J Fernandes, Bastien Michelet, Armen Panossian, Agnès Martin-Mingot, Frédéric R. Leroux, et al.. Formation of synthetically relevant CF3-substituted phenonium ions in superacid media. RSC Advances, 2021, 11 (41), pp.25695 - 25699. ⟨10.1039/d1ra04901a⟩. ⟨hal-03325280⟩
  • Bastien Michelet, Ugo Castelli, Emeline Appert, Maude Boucher, Kassandra Vitse, et al.. Access to Optically-Pure Benzosultams by Superelectrophilic Activation. Organic Letters, 2020, 22 (13), pp.4944-4948. ⟨10.1021/acs.orglett.0c01301⟩. ⟨hal-03016554⟩
  • Rodolphe Beaud, Bastien Michelet, Yasmin Reviriot, Agnès Martin-Mingot, Jean Rodriguez, et al.. Enantioenriched Methylene-Bridged Benzazocanes Synthesis by Organocatalytic and Superacid Activations. Angewandte Chemie International Edition, 2020, 59 (3), pp.1279-1285. ⟨10.1002/anie.201912043⟩. ⟨hal-02436747⟩
  • Ayaka Uehara, Sandra Olivero, Bastien Michelet, Agnès Martin-Mingot, Sébastien Thibaudeau, et al.. Direct and Selective C-H Carbamoylation of (Hetero)aromatics with TMSOTf-Activated Carbamoyl Chloride. European Journal of Organic Chemistry, 2019, 2019 (1), pp.46-49. ⟨10.1002/ejoc.201801338⟩. ⟨hal-03007761⟩
  • Hajar Baguia, Christopher Deldaele, Bastien Michelet, Jérôme Beaudelot, Cédric Theunissen, et al.. [(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst. Journal of visualized experiments : JoVE, 2019, 147, ⟨10.3791/59739⟩. ⟨hal-03007750⟩
  • Bastien Michelet, Hélène Carreyre, Frédéric Lecornué, Agnès Mingot, Sébastien Thibaudeau. Superelectrophilic activation in superacid HF/SbF5: Expanding molecular diversity in nitrogen-containing compounds series by fluorination. Journal of Fluorine Chemistry, 2018, 214, pp.68-79. ⟨10.1016/j.jfluchem.2018.04.017⟩. ⟨hal-03007791⟩
  • Christopher Deldaele, Bastien Michelet, Hajar Baguia, Sofia Kajouj, Eugenie Romero, et al.. A General Copper-based Photoredox Catalyst for Organic Synthesis: Scope, Application in Natural Product Synthesis and Mechanistic Insights. CHIMIA, 2018, 72 (9), pp.621-629. ⟨10.2533/chimia.2018.621⟩. ⟨hal-03007774⟩
  • Hajar Baguia, Christopher Deldaele, Eugénie Romero, Bastien Michelet, Gwilherm Evano. Copper-Catalyzed Photoinduced Radical Domino Cyclization of Ynamides and Cyanamides: A Unified Entry to Rosettacin, Luotonin A, and Deoxyvasicinone. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (15), pp.3022-3030. ⟨10.1055/s-0037-1610134⟩. ⟨hal-03007805⟩
  • Bastien Michelet, Christopher Deldaele, Sofia Kajouj, Cécile Moucheron, Gwilherm Evano. A General Copper Catalyst for Photoredox Transformations of Organic Halides. Organic Letters, 2017, 19 (13), pp.3576-3579. ⟨10.1021/acs.orglett.7b01518⟩. ⟨hal-03007815⟩
  • Gwilherm Evano, Bastien Michelet, Chunyang Zhang. The anionic chemistry of ynamides: A review. Comptes Rendus. Chimie, 2017, 20 (6), pp.648-664. ⟨10.1016/j.crci.2016.12.002⟩. ⟨hal-03007821⟩
  • Bastien Michelet, David Lebœuf, Christophe Bour, Karel Škoch, Filip Horký, et al.. Catalytic Activity of Gold(I) Complexes with Hemilabile P,N Ligands. ChemPlusChem, 2017, 82 (3), pp.442-448. ⟨10.1002/cplu.201600562⟩. ⟨hal-03007828⟩
  • David Lebøeuf, Lucile Marin, Bastien Michelet, Alejandro Perez-Luna, Régis Guillot, et al.. Harnessing the Lewis Acidity of HFIP through its Cooperation with a Calcium(II) Salt: Application to the Aza-Piancatelli Reaction. Chemistry - A European Journal, 2016, 22 (45), pp.16165--16171. ⟨10.1002/chem.201603592⟩. ⟨hal-01712359⟩
  • Gwilherm Evano, Nicolas Blanchard, Guillaume Compain, Alexis Coste, Charles Demmer, et al.. A Journey in the Chemistry of Ynamides: From Synthesis to Applications. Chemistry Letters, 2016, 45 (6), pp.574-585. ⟨10.1246/cl.160260⟩. ⟨hal-03007853⟩
  • Bastien Michelet, Shun Tang, Guillaume Thiery, Julien Monot, Huijing Li, et al.. Catalytic applications of [IPr·GaX 2 ][SbF 6 ] and related species. Organic Chemistry Frontiers, 2016, 3 (12), pp.1603-1613. ⟨10.1039/C6QO00470A⟩. ⟨hal-03007837⟩
  • Bastien Michelet, Guillaume Thiery, Christophe Bour, Vincent Gandon. Non-Innocent Behavior of Substrate Backbone Esters in Metal-Catalyzed Carbocyclizations and Friedel–Crafts Reactions of Enynes and Arenynes. Journal of Organic Chemistry, 2015, 80 (21), pp.10925-10938. ⟨10.1021/acs.joc.5b02052⟩. ⟨hal-03007863⟩
  • David Lebœuf, Marc Presset, Bastien Michelet, Christophe Bour, Sophie Bezzenine-Lafollée, et al.. Ca II -Catalyzed Alkenylation of Alcohols with Vinylboronic Acids. Chemistry - A European Journal, 2015, 21 (31), pp.11001-11005. ⟨10.1002/chem.201501677⟩. ⟨hal-03007865⟩
  • Bastien Michelet, Jean-Rémy Colard-Itté, Guillaume Thiery, Régis Guillot, Christophe Bour, et al.. Dibromoindium( iii ) cations as a π-Lewis acid: characterization of [IPr·InBr 2 ][SbF 6 ] and its catalytic activity towards alkynes and alkenes. Chemical Communications, 2015, 51 (34), pp.7401-7404. ⟨10.1039/C5CC00740B⟩. ⟨hal-03007870⟩
  • Bastien Michelet, Christophe Bour, Vincent Gandon. Gallium-Assisted Transfer Hydrogenation of Alkenes. Chemistry - A European Journal, 2014, 20 (44), pp.14488-14492. ⟨10.1002/chem.201404139⟩. ⟨hal-03007877⟩
  • Shun Tang, Julien Monot, Ahmad El-Hellani, Bastien Michelet, Régis Guillot, et al.. Cationic Gallium(III) Halide Complexes: A New Generation of π-Lewis Acids. Chemistry - A European Journal, 2012, 18 (33), pp.10239-10243. ⟨10.1002/chem.201201202⟩. ⟨hal-03007906⟩
  • Bastien Michelet, Agnès Martin-Mingot, Jean Rodriguez, Sébastien Thibaudeau, Damien Bonne. Enantioselective Organocatalysis and Superacid Activation: Challenges and Opportunities. France. 2023. ⟨hal-04414104⟩
  • Rodolphe Beaud, Bastien Michelet, Yasmin Reviriot, Agnès Martin-Mingot, Jean Rodriguez, et al.. Enantioenriched Methylene-Bridged Benzazocanes Synthesis by Organocatalytic and Superacid Activations. Illustration. France. 2020. ⟨hal-02436606⟩
  • Frédéric Lecornué, Bastien Michelet. Four-Membered Rings With Two Nitrogen Atoms. David StC Black; Janine Cossy; Christian V. Stevens. Comprehensive Heterocyclic Chemistry IV, Volume 2: Four-membered Heterocycles, and all Fused Systems with a Four-membered Heterocyclic Ring, 2, Elsevier, pp.403-457, 2022, 978-0-12-818656-5. ⟨10.1016/B978-0-12-818655-8.00153-0⟩. ⟨hal-03363494⟩

Bastien Michelet

Research interest

Organic synthesis and organometallic chemistry with particular emphasis on the development of new synthetic methods and mechanistic studies.

Research carreer

  • 2018-          CNRS researcher – University of Poitiers / IC2MP
  • 2017-2018 Post-doctoral fellow – University of Poitiers / IC2MP – Supervisor: Pr. S. Thibaudeau
  • 2015-2017 Post-doctoral fellow – Université Libre de Bruxelles – Supervisor: Pr. G. Evano
  • 2012-2015 PhD in Organic Chemistry – University Paris-Saclay / ICMMO – Supervisor: Pr. V. Gandon

Scientific production

  • 20 publications
  • 1 book chapter

Representative publications

  • Access to Optically Pure Benzosultams by Superelectrophilic Activation. Michelet, U. Castelli, E. Appert, M. Boucher, K. Vitse, J. Marrot, J. Guillard, A. Martin-Mingot, S. Thibaudeau, Org. Lett. 2020, 22, 4944.
  • Enantioenriched Methylene-Bridged Benzazocanes Synthesis by Organocatalytic and Superacid Activations. Beaud, B. Michelet, Y. Reviriot, A. Martin-Mingot, J. Rodriguez, D. Bonne, S. Thibaudeau, Angew. Chem. Int. Ed. 2019, 59, 1279.
  • A General Copper Catalyst for Photoredox Transformations of Organic Halides. Michelet, C. Deldaele, S. Kajouj, C. Moucheron, G. Evano, Org. Lett. 2017, 19, 3576.
  • Dibromoindium(III) Cation as π-Lewis Acid: Characterization of [IPr·InBr2][SbF6] and Catalytic Activity Towards Alkynes and Alkenes. Michelet, J.-R. Colard-Itté, G. Thiery, R. Guillot, C. Bour, V. Gandon, Chem. Commun. 2015, 51, 7401.
  • Gallium-Assisted Transfer Hydrogenation of Alkenes. Michelet, C. Bour, V. Gandon, Chem. Eur. J. 2014, 20, 14488.

Publications

  1. Insight into the Ferrier Rearrangement by Combining Flash Chemistry and Superacids. N. Bhuma, L. Ledebel, H. Yamashita, Y. Shimizu, Z. Abada, A. Ardá, J. Désiré, B. Michelet, A. Martin-Mingot, A. Abou-Hassan, M. Takumi, J. Marrot, J. Jiménez-Barbero, A. Nagaki, Y. Blériot, S. Thibaudeau, Angew. Chem. Int. Ed. 2020, doi: 10.1002/anie.202010175.
  2. Access to Optically Pure Benzosultams by Superelectrophilic Activation. B. Michelet, U. Castelli, E. Appert, M. Boucher, K. Vitse, J. Marrot, J. Guillard, A. Martin-Mingot, S. Thibaudeau, Org. Lett. 2020, 22, 4944.
  3. Enantioenriched Methylene-Bridged Benzazocanes Synthesis by Organocatalytic and Superacid Activations. R. Beaud, B. Michelet, Y. Reviriot, A. Martin-Mingot, J. Rodriguez, D. Bonne, S. Thibaudeau, Angew. Chem. Int. Ed. 2019, 59, 1279.
  4. [(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst. H. Baguia, C. Deldaele, B. Michelet, J. Beaudelot, C. Theunissen, C. Moucheron, G. Evano, J. Viz. Exp. (JoVE) 2019, 147, e59739.
  5. Direct and Selective C-H Carbamoylation of (Hetero)aromatics with TMSOTf-activated Carbamoyl Chloride. A. Uehara, S. Olivero, B. Michelet, A. Martin-Mingot, S. Thibaudeau, E. Duñach, Eur. J. Org. Chem. 2019, 1, 46.
  6. A General Copper-Based Photoredox Catalyst for Organic Synthesis: Scope, Application in Natural Product Synthesis and Mechanistic Insights. C. Deldaele, B. Michelet, H. Baguia, S. Kajouj, E. Romero, C. Moucheron, G. Evano, CHIMIA 2018, 72, 621.
  7. Superelectrophilic Activation in Superacid HF/SbF5: Expanding Molecular Diversity in Nitrogen Containing Compounds Series by Fluorination. B. Michelet, H. Carreyre, F. Lecornué, A. Mingot, S. Thibaudeau, J. Fluorine Chem. 2018, 214, 68.
  8. Copper-Catalyzed Photoinduced Radical Domino Cyclization of Ynamides and Cyanamides: A Unified Entry to Rosettacin, Luotonin A, and Deoxyvasicinone. H. Baguia, C. Deldaele, E. Romero, B. Michelet, G. Evano, Synthesis 2018, 50, 3022.
  9. A General Copper Catalyst for Photoredox Transformations of Organic Halides. B. Michelet, C. Deldaele, S. Kajouj, C. Moucheron, G. Evano, Org. Lett. 2017, 19, 3576.
  10. The Anionic Chemistry of Ynamides: a Review. G. Evano, B. Michelet, C. Zhang, C. R. Chimie, 2017, 648.
  11. Catalytic Activity of Gold(I) Complexes with Hemilabile P,N Ligands. B. Michelet, D. Lebœuf, C. Bour, K. Škoch, F. Horký, P. Štěpnička, V. Gandon, ChemPlusChem 2017, 82, 442.
  12. Catalytic Applications of [IPr·GaX2][SbF6] and Related Species. B. Michelet, S. Tang, G. Thiery, J. Monot, H. Li, R. Guillot, C. Bour, V. Gandon, Org. Chem. Front. 2016, 3, 1603.
  13. Harnessing the Lewis Acidity of HFIP Through its Cooperation with a Calcium(II) Salt: Application to the aza-Piancatelli Reaction. D. Lebœuf, L. Marin, B. Michelet, A. Perez-Luna, R. Guillot, E. Schulz, V. Gandon, Chem. Eur. J. 2016, 22, 16165.
  14. A Journey in the Chemistry of Ynamides: from Synthesis to Applications. G. Evano, N. Blanchard, G. Compain, A. Coste, C. S. Demmer, W. Gati, C. Guissart, J. Heimburger, N. Henry, K. Jouvin, G. Karthikeyan, A. Laouiti, M. Lecomte, A. Martin-Mingot, B. Métayer, B. Michelet, A. Nitelet, C. Theunissen, S. Thibaudeau, J. Wang, M. Zarca, C. Zhang, Chem. Lett. 2016, 45, 574.
  15. Non-Innocent Behavior of Substrate Backbone Esters in Metal-Catalyzed Carbocyclizations and Friedel-Crafts Reactions of Enynes and Arenynes. B. Michelet, G. Thiery, C. Bour, V. Gandon, J. Org. Chem. 2015, 80, 10925.
  16. Ca(II)-Catalyzed Alkenylation of Alcohols with Vinylboronic Acids. D. Lebœuf, M. Presset, B. Michelet, C. Bour, S. Bezzenine-Lafollée, V. Gandon, Chem. Eur. J. 2015, 21, 11001.
  17. Dibromoindium(III) Cation as π-Lewis Acid: Characterization of [IPr·InBr2][SbF6] and Catalytic Activity Towards Alkynes and Alkenes. B. Michelet, J.-R. Colard-Itté, G. Thiery, R. Guillot, C. Bour, V. Gandon, Chem. Commun. 2015, 51, 7401.
  18. Gallium(III)- and Calcium(II)-Catalyzed Meyer-Schuster Rearrangements Followed by Intramolecular Aldol Condensation or endo-Michael Addition. M. Presset, B. Michelet, R. Guillot, C. Bour, S. Bezzenine-Lafollée, V. Gandon, Chem. Commun. 2015, 51, 5318.
  19. Gallium-Assisted Transfer Hydrogenation of Alkenes. B. Michelet, C. Bour, V. Gandon, Chem. Eur. J. 2014, 20, 14488.
  20. Gallium Trichloride. M. Yamaguchi, S. Matsunaga, M. Shibasaki, B. Michelet, C. Bour, V. Gandon, e-EROS, 2014, 10.1002/047084289X.rn00118u.pub3
  21. Cationic Gallium(III) Halide Complexes: a New Generation of π-Lewis Acids. S. Tang, J. Monot, A. El-Hellani, B. Michelet, R. Guillot, C. Bour, V. Gandon, V. Chem. Eur. J. 2012, 18, 10239.

 Oral communications

  • 20th Sigma-Aldrich Organic Synthesis Meeting 2016 (Blankenberge, Belgium)

A broadly applicable copper catalyst for photoredox transformation of organic halides

  • Rencontres de Chimie Organique 2015 (Cergy-Pontoise, France)

Cationic NHC-Ga(III) and NHC-In(III) as -Lewis acids. (2nd best communication award)

  • Semaine d’Etudes de Chimie Organique 2015 (Morzine, France)

Catalysis by cationic NHC-Ga(III) and NHC-In(III) -acids.

  • Journées Des Doctorants 2014 (ICMMO, Orsay, France)

Tandem transformations catalyzed by cationic NHC-Gallium(III) complexes. (Member of the organizing committee)

Education and Experience

Université de Poitiers

  • Since Oct 2018 – CNRS Researcher (Chargé de Recherche Classe Normale)

Organic synthesis team

Institut de chimie des milieux et matériaux de Poitiers (IC2MP) UMR7285

  • Jul 2017 – Sep 2018 – Postdoctoral position (research engineer)

Development of new superacid-promoted transformations (ANR OrgaSup).

Group of Pr. Sébastien Thibaudeau

Université Libre de Bruxelles

  • Nov 2015 – Jun 2017 – Postdoctoral position (ULB fellowship)

Development of new photoinduced copper-catalyzed reactions.

Group of Pr. Gwilherm Evano

Université Paris-Saclay

  • Oct 2012 – Oct 2015 – PhD in organic chemistry (MESR fellowship)

Cationic complexes of gallium(III) and indium(III): new tools for organic synthesis.

Group of Pr. Vincent Gandon

August 2014 – Visiting student

Instituto de Química, Universidad Nacional de Rosario (Argentina)

Selectivity control in Ga(III)-catalysis by substrate immobilization on solid-phase.

Group of Pr. Ernesto Mata

  • Sep 2011 – Jul 2012 – Master in organic chemistry, with honours (ranked 3rd)

January 2012 – June 2012 – Master internship

Cationic gallium in catalysis.

Group of Pr. Vincent Gandon

Heriot-Watt University (Edinburgh)

  • Sep 2009 – Jul 2011 – Bachelor of Science in chemistry, with honours (upper 2nd class)

October 2010 – April 2011 – BSc internship

Synthesis of 1,2,3,4-tetrahydopyrido[4,3-b]indoles as potential anti-cancer compounds.

Group of Pr. Dave R. Adams

Université de Poitiers

  • Sep 2007 – Jul 2009 – DUT in chemistry (equivalent to a 2-year degree)

February 2009 – May 2009 – DUT internship

University Polytehnica of Bucharest (Romania)

Biopolymer thin films for photonic applications.

Group of Dr. Ileana Rău

Teaching and Supervision

  • 2012 – 2015 – 64 h/year tutorial & practical teaching

Organic Chemistry (1st and 2nd year level)

  • 2013 – 2020 – Supervision of seven intern students

Two Master 1 students and five Master 2 students

  • 2018 – 2020 – Supervision of one PhD student (20%)
  • 2018 – 2020 – Supervision of 3 postdocs and visiting researcher