Kevin Cariou

Dr. Kevin Cariou
Chimie ParisTech
PSL University
CNRS
Institute of Chemistry for Life and Health Sciences
Laboratory for Inorganic Chemical Biology
+33 1 44 27 56 04
kevin.cariou@chimieparistech.psl.eu

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Short Bio:

Kevin graduated from Chimie ParisTech in 2002, he received his PhD in 2006 from the University Pierre and Marie Curie (now Sorbonne University) in Paris (France) under the supervision of Prof. M. Malacria and L. Fensterbank, where he studied platinum- and gold-catalyzed transformations with a joint CNRS-Sanofi BDI fellowship.

From 2007 to 2009, including one-year as a Lavoisier fellowship holder, he
worked as a postdoctoral researcher in the group of Prof. A. J. Frontier at the University of Rochester (NY, USA) in the field of total synthesis.

He was appointed a Chargé de Recherche in 2009 at the CNRS at the ICSN in
the team Synthesis and Methodology Applied to Research in Therapeutics (SMART) led by Dr R. H. Dodd. He obtained his Habilitation à Diriger les Recherches (HDR) in 2015. From 2017 to 2019, he was the leader of the SMART team before moving to Chimie ParisTech in 2020. His research interest lie in the development of new synthetic methods, with a focus on iodine(III) reagents and nitrogen-rich building blocks, and their application toward the synthesis of biologically active molecules, in particular antibacterials.

Kevin listens to a lot of music (often with loud guitars) and enjoy spending some time in the outside, preferentially near the ocean (if possible within the waves), two passions he tries to share with his two kids.

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Recent publication

38. Photoinduced Aerobic Iodoarene-Catalyzed Spirocyclization of N-Oxy-Amides to N-Fused Spirolactams Habert, L.; Cariou, K. Angew. Chem. Int. Ed., 2020, just accepted, https://doi.org/10.1002/anie.202009175; preprint: DOI: 10.26434/chemrxiv.12562355.v1

37. Ynamides in Free Radical Reactions Mahe, C.; Cariou, K.*Adv.Synth. Cat. 2020; just accepted, https://doi.org/10.1002/adsc.202000849.

36. Azetidinimines as a Novel Series of Non-Covalent Broad-Spectrum Inhibitors of β-Lactamases with Submicromolar Activities Against Carbapenemases of Classes A, B and D Romero, E.; Oeslati, S.; Benchekroun, M.; D’Hollander, A. C. A.; Ventre S.; Vijayakumar, K.; Minard, C.; Exilie, C.; Tlili, L.; Retailleau, P.; Zavala, A.. Eliséee, E.; Selwa, E.. Nguyen, L. Pruvost, A.; Naas, T.;* Iorga, B.;* Dodd, R. H.; Cariou, K.* preprint: DOI: 10.26434/chemrxiv.11897157.v1

35. Synthesis, Characterization and Antiparasitic Activity of Organometallic Derivatives of the Anthelmintic Drug Albendazole
Y. Lin, Y.C. Ong, S. Keller, J. Karges, R. Bouchene, E. Manoury, O. Blacque, J. Müller, N. Anghel, A. Hemphill, C. Häberli, A.C. Taki, R.B. Gasser, K. Cariou,* J. Keiser,* and G. Gasser,* Dalton Trans., 2020, 49, 6616-6626.

34. Synthetic approaches towards avibactam and other diazabicyclooctane β-lactamase inhibitors Peilleron, L.; Cariou, K.* Org. Biomol. Chem. 2020, 18, 830-844

33. A tutorial for the assessment of the stability of organometallic complexes in biological media Keller, S.; Ong, Y. C.; Lin Y.; Cariou, K.;* Gasser, G.* J. Organomet. Chem. 2020, 906121059.

32. Synthesis of Cyclic N‐Hydroxylated Ureas and Oxazolidinone Oximes Enabled by Chemoselective Iodine(III)‐Mediated Radical or Cationic Cyclizations of Unsaturated N‐Alkoxyureas Peilleron, L.; Retailleau, P.; Cariou, K.*  Adv. Synth. Cat. 2019; 361, 1753–1769.

31. Halonium-Induced Polyene Cyclizations D’Hollander, C. A.; Peilleron, L.; Grayfer, T. D.; Cariou, K.* Synthesis 2019; 51, 5160–5169. (Invitation for a “Short Review”).

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Publications from before 2019:
  1. Iodine(III)-mediated halogenations of acyclic monoterpenoids Peilleron, L.; Grayfer, T. D.; Dubois, J.; Dodd, R. H.; Cariou, K.* Beilstein J. Org. Chem. 2018, 14, 1103–1111. (Invitation for the Thematic Series “Hypervalent iodine chemistry in organic synthesis”, Guest Editor T. Wirth).
  2. DYRK1A inhibition and cognitive rescue in a Down syndrome mouse model are induced by new fluoro-DANDY derivatives Neumann, F.; Gourdain, S.; Albac, C.; Dekker, A. D.; Bui, L. C.; Dairou, J.; Schmitz-Afonso, I.; Hue, N.; Rodrigues-Lima, F.; Delabar, J. M.; Potier, M.-C.; Le Caër, J.-P.; Touboul, D.; Delatour, B.; Cariou, K.; Dodd, R. H.* Scientific Reports, 2018, 8, Article number: 2859.
  3. Ketenimines Generated from Ynamides : Versatile Building Blocks for Nitrogen-Containing Scaffolds R. H. Dodd, Cariou, K.*, Chem. Eur. J. 2018, 24, 2297–2304. (Invitation for aConcept”):
  4. Base-Mediated Generation of Ketenimines from Ynamides: Direct Access to Azetidinimines by an Imino Staudinger Synthesis Romero, E.; Minard, C.; Benchekroun, M.; Ventre, S.; Retailleau, P.; Dodd, R. H.*; Cariou, K.* Chem. Eur. J. 2017, 23, 12991–12994; (Hot Paper, Inside Cover, Highlighted in SYNFACTS)
  5. Chemodivergent, Tunable, and Selective Iodine(III)-Mediated Bromo-Functionalizations of Polyprenoids Grayfer, T. D.; Retailleau, P.; Dodd, R. H.; Dubois, J.; Cariou, K.* Org. Lett. 201719, 4766–4769.
  6. Synthesis of Orthogonally N-Protected, C-4 Functionalized Cyclic Guanidines from l-Serine Silva, D. R. C.; Maria, E. J.; Suárez Ordóñez, R. M.; Thierry, J.; Cariou, K.*; Dodd, R. H.* Synlett 201728, 815–818.
  7. Assessing Ligand and Counterion Effects in the Noble Metal Catalyzed Cycloisomerization Reactions of 1,6-Allenynes: a Combined Experimental and Theoretical Approach Jaroschik, F.; Simonneau, A.; Lemière, G.; Cariou, K.; Agenet, N.; Amouri, H.; Aubert, C.; Goddard, J.-P.; Lesage, D.; Malacria, M.; Gimbert, Y.*; Gandon, V.*; Fensterbank, L.* ACS Catal., 2016, 6, 5146–5160
  8. PIFA-mediated ethoxyiodination of enamides with potassium iodide Beltran, R.; Nocquet-Thibault, S.; Blanchard, F.; Dodd, R. H.*; Cariou, K.* Org. Biomol. Chem. 2016, 14, 8448–8451.
  9. Mallotojaponins B and C: Total Synthesis, Antiparasitic Evaluation, and Preliminary SAR Studies Grayfer, T. D.; Grellier, P.; Mouray, E.; Dodd, R. H.; Dubois, J.*; Cariou, K.* Org. Lett. 201618, 708–711.
  10. Identification of cancer chemopreventive isothiocyanates as direct inhibitors of the arylamine N-acetyltransferase-dependent acetylation and bioactivation of aromatic amine carcinogens Duval, R.; Xu, X.; Bui, L. C.; Mathieu, C.; Petit, E.; Cariou, K.; Dodd, R. H.; Dupret, J.-M.; Rodrigues-Lima, F.* Oncotarget 2016, 7, 8688–8699
  11. Halocyclization of Unsaturated Guanidines Mediated by Koser’s Reagent and Lithium Halides Daniel, M.; Blanchard, F.; Nocquet-Thibault, S.; Cariou, K.*; Dodd, R. H.* J. Org Chem. 201580, 10624–10633. 
  12. Iodine(III)-mediated Diazidation and Azido-Oxyamination of Enamides Nocquet-Thibault, S.; Rayar, A.; Retailleau, P.; Cariou, K.*; Dodd, R. H.* Chem. Eur. J. 2015, 21, 14205–14210.
  13. Iodine(III)-mediated ethoxychlorination of enamides with iron(III) chloride Nocquet-Thibault, S.; Minard, C.; Retailleau, P.; Cariou, K.; Dodd, R. H.* Tetrahedron 2014, 70, 6769–6775.
  14. Transition-Metal-Free Tunable Chemoselective N-Functionalization of Indoles with Ynamides Hentz, A.; Retailleau, P.; Gandon, V.; Cariou, K.; Dodd, R. H.* Angew. Chem. Int. Ed., 2014, 53, 8333–8337.
  15. Selective Suzuki- Miyaura Monocouplings with Symmetrical Dibromoarenes and Aryl Ditriflates for the One- Pot Synthesis of Unsymmetrical Triaryls Minard, C.; Palacio, C.; Cariou, K.; Dodd, R. H.* Eur. J. Org. Chem. 2014, 2942–2955.
  16. Development of DANDYs, New 3,5-Diaryl-7-azaindoles Demonstrating Potent DYRK1A Kinase Inhibitory Activity Gourdain, S.; Dairou, J.; Denhez, C.; Bui, L. C.; Rodrigues-Lima, F.; Janel, N.; Delabar, J. M.; Cariou, K.; Dodd, R. H.* J. Med. Chem. 201356, 9569–9585.
  17. Iodine(III)-Mediated Umpolung of Bromide Salts for the Ethoxybromination of Enamides Nocquet-Thibault, S.; Retailleau, P.; Cariou, K.; Dodd, R. H.* Org. Lett. 2013, 15, 1842–1845.
  18. Copper(I) Catalyzed Regioselective Asymmetric Alkoxyamination of Aryl Enamide Derivatives Nakanishi, M.; Minard, C.; Retailleau, P.; Cariou, K.; Dodd, R. H.* Org. Lett. 2011, 13, 5792–5795.
  19. A Macrocyclic β-Iodoallenolate Intermediate is Key: Synthesis of the ABD Core of Phomactin A Ciesielski, J.; Cariou, K.; Frontier, A. J.* Org. Lett. 201214, 4082–4085.
  20. Total Synthesis of (+/-)-Rocaglamide via Oxidation-Initiated Nazarov Cyclization Malona, J. A.; Cariou, K.; Spencer, W. T. III; Frontier, A. J.* J. Org. Chem. 2012, 77, 1891–1908.
  21. New elements in the gold(I)-catalyzed cycloisomerization of enynyl ester derivatives embedding a cyclohexane template Harrak, Y.; Makhlouf, M.; Azzaro, S.; Mainetti, E.; Cariou, K.; Gandon, V.; Goddard, J.-P.; Malacria, M.; Fensterbank, L.* J. Organomet. Chem. 2011, 696, 388–399.
  22. Nazarov Cyclization Initiated by Peracid Oxidation: The Total Synthesis of (+/-)-Rocaglamide Malona, J. A.; Cariou, K.; Frontier, A. J.* J. Am. Chem. Soc. 2009, 131, 7560–7561.
  23. Generation and Trapping of Cyclopentenylidene Gold Species: Four Pathways to Polycyclic Compounds Lemière, G.; Gandon, V.*; Cariou, K.; Hours, A.; Fukuyama, T.; Dhimane, A.-L.; Fensterbank, L.*; Malacria, M.* J. Am. Chem. Soc. 2009, 131, 2993–3006.
  24. Tandem Gold(I)-catalyzed Cyclization / Electrophilic Cyclopropanation of Vinyl Allenes Lemière, G.; Gandon, V ; Cariou, K.; Fukuyama, T.; Dhimane, A.-L.; Fensterbank, L.; Malacria, M.* Org. Lett., 2007, 9, 2207–2209.
  25. From PtCl2– and Acid- Catalyzed to Uncatalyzed Cycloisomerization of 2-Propargyl Anilines: Access to Functionalized Indoles Cariou, K.; Ronan, B.; Mignani, S.; Fensterbank, L.*; Malacria, M.* Angew. Chem. Int. Ed., 2007, 46, 1881–1884.
  26. New Unsaturated Amino Acids Containing an Allylsilane Moiety on the Lateral Chain Reginato, G.*; Mordini, A.; Meffre, P.; Tenti, A.; Valacchi, M.; Cariou, K. Tetrahedron: Asymmetry 2006, 17, 922–926.
  27. PtCl2 and PtCl4-Catalyzed Cycloisomerizations of Polyunsaturated precursors Marco-Contelles, J.; Arroyo, N.; Anjum, S.; Mainetti, E.; Marion, N.; Cariou, K.; Lemière, G.; Mouriès, V.; Fensterbank, L.*; Malacria, M.* Eur. J. Org. Chem. 2006, 4618–4633.
  28. Tandem PtCl2-Catalyzed-Thermal [3,3] Rearrangements of Enyne Acetates Cariou,K.; Mainetti, E.; Fensterbank, L.; Malacria, M. Tetrahedron 2004, 60, 9745–9755.
  29. PtCl2-Catalyzed Cycloisomerizations of 5-En-1-yn-3-ol Systems Harrak, Y.; Blaszykowski,C.; Bernard, M.; Cariou, K.; Mainetti, E.; Mouries, V.; Dhimane, A.-L.*; Fensterbank, L.*; Malacria, M.* J. Am. Chem. Soc. 2004, 126, 8656–8657.
  30. PtCl2-Catalyzed Cycloisomerizations of Allenynes Cadran, N.; Cariou, K.; Hervé, G.; Aubert, C.; Fensterbank, L.*; Malacria, M.*; Marco-Contelles, J. J. Am. Chem. Soc. 2004, 126, 3408–3409.

 

 

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