Castanet, Anne-Sophie

PARCOURS

Depuis 2011 : Professeur des universités, Université du Maine

2002-2011 : Maître de conférences, Université du Maine

2001-2002 : Post-doctorat

Pr A. Fürstner - Max-Planck Institut für Kohlenförschung (Muelheim an der Ruhr, Allemagne)

Synthèse totale du (S)-citreofurane utilisant comme étape clé la réaction de métathèse d’alcynes

1998-2001 : Doctorat

Pr F. Colobert – Université de Strasbourg

Etude du couplage de Suzuki : Catalyse par transfert de phase, couplage sp-sp² et catalyse asymétrique du couplage biarylique

Thématiques de recherche

Chimie organométallique polaire: réactions de métallation (ortho-métallation, métallation à distance…), réaction de substitution nucléophile aromatique
Synthèse de molécules bioactives : analogues du gossypol
Elaboration de surfaces fonctionnalisées à propriétés spécifiques et contrôlables.

Publications

31. "Uncatalyzed CO2Li-Mediated SNAr Reaction of Unprotected Benzoic Acids via Silicon Trickery"

M. Belaud-Rotureau, A.-S. Castanet, T. H. Nguyen, J. Mortier

Aust. J. Chem. 2015, 69, 307.

30. "Chemoselective Deprotonative Lithiation of Azobenzenes: Reactions and Mechanisms"

T. T. T. Nguyen, A. Boussonnière, E. Banaszak, A.-S. Castanet, K. P. P. Nguyen, J. Mortier,

J. Org. Chem. 2014, 79, 2775.

29. "A facile and versatile approach to design self-assembled monolayers on glass using thiol-ene chemistry"

B. Oberleitner, A. Dellinger, M. Deforet, A. Galtayries, A.-S. Castanet, V. Semetey,

Chem. Commun. 2013, 49 (16), 1615.

28. "ortho-Lithium/Magnesium Carboxylate-Driven Aromatic Nucleophilic Substitution Reactions on Unprotected Naphthoic Acids"

R. Aissaoui, A. Nourry, A. Coquel, T. T. H. Dao, A. Derdour, J.-J. Helesbeux, O. Duval, A.-S. Castanet, J. Mortier,

J. Org. Chem. 2012, 77, 718.

27. "Selectivity in C-alkylation of dianions of protected 6-methyluridine"

N. H. Nguyen, C. Len, A.-S. Castanet, J. Mortier

Beilstein J. Org. Chem. 2011, 7, 1228.

26. "Ionic Liquid Supported Organotin Reagents: Green Tools for Stille Cross‐Coupling Reactions with Brominated Substrates"

N. Louaisil, P. D. Pham, F. Boeda, D. Faye, A. S. Castanet, S. Legoupy

Eur. J. Org. Chem. 2011, 143.

25. "Evidence for a Trianion Intermediate in the Metalation of 4-Hydroxy-6,7-dimethoxy-8-methyl-2-naphthoic Acid. Methodology and Application to Racemic 5,5′-Didesisopropyl-5,5′-dialkylapogossypol Derivatives"

T. T. Le, N. T. T. Chau, T. T. Nguyen, J. Brien, T. T. Thai, A. Nourry, A.-S. Castanet, K. P. P. Nguyen, J. Mortier

J. Org. Chem. 2011, 76 (2), 601.

24. “Synthesis of N-aryl and N-alkyl anthranilic acids via SNAr reaction of unprotected 2-fluoro- and 2-methoxybenzoic acids by lithioamides”

M. Belaud-Rotureau, T.T. Le, T.H.T. Phan, T.H. Nguyen, R. Aissaoui, F. Gohier, A. Derdour, A. Nourry, A.-S. Castanet, K.P.P. Nguyen, J. Mortier

Org. Lett. 2010, 12, 2406.

23. “On the Mechanism of the Directed ortho and remote Metalation Reactions of N,N-Dialkylbiphenyl-2-carboxamides”

D. Tilly, J.-M. Fu, B.-P. Zhao, M. Alessi, A.-S. Castanet, V. Snieckus, J. Mortier

Org. Lett. 2010, 12, 68.

22. “First syntheses of model long-chain trichloro[omega-(trimethylsilyl)alkynyl]silanes suitable for self-assembled monolayers on silicon surfaces”

Banaszak, L.-W. Xu, J.-F. Bardeau, A.-S. Castanet, J. Mortier

Tetrahedron 2009, 65, 3961.

21. “Competition of Su bstituents for Ortho Direction of Metalation of Veratric Acid”

N. T. T. Chau, T.-H. Nguyen, A.-S. Castanet, K. P. P. Nguyen, and J. Mortier

Tetrahedron 2008, 64, 10552.

20. “Combined directed ortho-metalation, remote-metalation and Stille cross-coupling strategies. Concise stereoselective synthesis of polysubstituted 9H-fluoren-9-one”

A.-S. Castanet, D. Tilly, J.-B. Véron, S. S. Samanta, A. De, T. Ganguly, J. Mortier

Tetrahedron 2008, 64, 33

19. “Highly efficient heterobimetallic iron-magnesium-HMPA-catalyzed Michael-type Friedel-Crafts reactions of indoles and chalcones ”

W. Zhou., L. Li, L.W. Xu, H.Y. Qiu, G.Q. Lai, C.G. Xia, A.-S. Castanet

Synthetic Communications 2008, 38, 1638.

18. “First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho-metalation reaction”

T.-H. Nguyen, N. T. T. Chau, A.-S. Castanet, K. P. P. Nguyen, J. Mortier

J. Org. Chem. 2007, 72, 3419.

17. “Does phenothiazine give a dianion on addition of two equivalents of strong base?”

J. Mortier, T.-H. Nguyen, D. Tilly, A.-S. Castanet

Arkivoc 2007, vi, 47.

16. " Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building block”

T.-H. Nguyen, A.-S. Castanet, J. Mortier

Org. Lett. 2006, 8, 765.

15. " On the mechanism of the metalation of 2-(pyridin-3-yl)benzoic acid derivatives”

D. Tilly, A.-S. Castanet, J. Mortier

Tetrahedron Lett. 2006, 47, 1121.

14. "The expedient and regioselective metalation of unprotected 2-, 3- and 4-biphenyl carboxylic acids”

D. Tilly, S. S. Samanta, A.-S. Castanet, A. De, J. Mortier

Eur. J. Org. Chem. 2006, 174.

13. “Synthesis of Model Long-Chain w -Alkenyltrichlorosilanes and Triethoxysilanes for the Formation of Self-Assembled Monolayers”

T. B. Nguyen, A.-S. Castanet, T.-H. Nguyen, K. P. P. Nguyen, J.-F. Bardeau, A. Gibaud, J. Mortier

Tetrahedron 2006, 62, 647.

12. "Toward a Better Understanding on the Mechanism of Ortholithiation. Tuning of Selectivities in the Metalation of Meta-Anisic Acid by an Appropriate Choice of the Base"T.-H. Nguyen, N. T. T. Chau, A.-S. Castanet, K. P. P. Nguyen, J. Mortier

Org. Lett. 2005, 7, 2445.

11. "Ortholithiation of Unprotected Benzoic Acids: Application for Novel 6-Substituted-2-chlorobenzoic Acid Syntheses"

F. Gohier, A.-S. Castanet, J. Mortier

Synth. Comm. 2005, 35, 831.

10. "Controlling Chemoselectivity in Reactions of Unprotected Naphthalene-1-carboxylic Acid with Strong Bases"

D. Tilly, A.-S. Castanet, J. Mortier

Chem. Lett. 2005, 34, 446.

9. "Contribution to the Study of the Mechanism of the Directed Remote-Metalation. Evidence for the Intermediacy of a Geminal Dimetallo Dialkoxide C(OM)₂ (M = Li, K), First Doubly Charged Director of Ortho-Metalation"

D. Tilly, S. S. Samanta, A. De, A.-S. Castanet, J. Mortier

Org. Lett. 2005, 7, 827.

8. "The First Regioselective Metalation and Functionalization of Unprotected 4-Halobenzoic Acids"

F. Gohier, A.-S. Castanet, J. Mortier

J. Org. Chem. 2005, 70, 1501.

7. “Palladium-catalyzed Suzuki coupling with terminal alkynes - application to the synthesis of 2,3-disubstituted Benzo[b]furans”

F. Colobert, A.-S. Castanet, O. Abillard

Eur. J. Org. Chem. 2005, 15, 3334.

6. "Selectivities in reactions of organolithium reagents with unprotected 2-halobenzoic acids"

F. Gohier, A.-S. Castanet, J. Mortier

Org. Lett. 2003, 5, 1919.

5. “Total synthesis of (S)-(+)-citreofuran by ring closing alkyne metathesis”

A. Fuerstner, A.-S. Castanet, K. Radkowski, C. W. Lehmann

J. Org. Chem. 2003, 68, 1521.

4. “Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid”

A.-S. Castanet, F. Colobert, P.-E. Broutin

Tetrahedron Lett. 2002, 43,5047.

3. “Biaryl synthesis via Suzuki coupling promoted by catalytic amounts of quaternary ammonium salts“

A.-S. Castanet, F. Colobert, J. R. Desmurs, T. Schlama

Journal of molecular catalysis A : Chemical 2002, 182, 481.

2. “Asymmetric Suzuki cross-coupling reaction: chirality reversal depending on the palladium-chiral phosphine ratio”

A.-S. Castanet, F. Colobert, P.-E. Broutin, M. Obringer

Tetrahedron: Asymmetry 2002, 13, 659.

1. "Suzuki-Miyaura Coupling of Alkynylboronic Esters Generated in Situ from Acetylenic Derivatives"

A.-S. Castanet, F. Colobert, T. Schlama [Université Louis Pasteur]

Org. Lett. 2000, 2, 3559.

Brevets

5. J. Mortier, A.-S. Castanet, A. Nourry, M. Belaud-Rotureau « Method for Preparing Chemical Compounds of Interest by Nucleophilic Aromatic Substitution of Aromatic Carboxylic Acid Derivatives Supporting at Least One Electroattractive Group » US Patent US2012330056A1 (2012), WO Patent WO2011101604A1 (2011)

4. J. Mortier, A.-S. Castanet, M. Belaud-Rotureau « Method for Preparing Chemical Compounds of Interest by Aromatic Nucleophilic Substitution » WO Patent WO2011101599A1 (2011)

3. J. Mortier, A.-S. Castanet, N. T. T. Chau “Gossypol and Apogossypol Derivatives, Preparation Thereof and Uses Thereof” US patent US8455540B2, World Patent WO2009080949 (2009), extension du brevet français FR 0708518 (2007).

2. J. Mortier, A.-S. Castanet, E. Banaszak [Université du Maine] “Procédé de préparation d’omega-alcynylsilanes” French Patent FR 0950951 (2009).

1. T. Schlama, F. Colobert, A.-S. Castanet "Method for preparing a polyaromatic compound" World Patent WO 2001042197 (2001).