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Publications de l’équipe 12

2017

" Transition metal-catalyzed iodine(III)-mediated nitrene transfer reactions : efficient tools for challenging syntheses "
Benjamin Darses, Romain Rodrigues, Marie Mazurais, Luc Neuville, Philippe Dauban
Chem. Commun. 2017, 53, 493-508.(lien)

2016

" The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-Amination for Chiral Amine Synthesis "
Julien Buendia, Gwendal Grelier, Benjamin Darses, Amanda G. Jarvis, Frédéric Taran, Philippe Dauban
Angew. Chem. Int. Ed. 2016, 55, 7530-7533. (lien)

" Rhodium-catalyzed alkene difunctionalization with nitrenes "
Jennifer Ciesielski, Geoffroy Dequirez, Pascal Retailleau, Vincent Gandon, Philippe Dauban
Chem. Eur. J. 2016, 22, 9338-9347. (lien)

" Studies on the formal [3+2] cycloaddition of aziridines with alkenes for the synthesis of 1-azaspiroalkanes "
Elodie Martinand-Lurin, Aurélie Dos Santos, Emmanuelle Robineau, Pascal Retailleau, Philippe Dauban, Laurence Grimaud, Laurent El Kaïm
Molecules 2016, 21(9), 1257. (lien)

2015

" Dirhodium(II-catalyzed C(sp3)-H amination using iodine(III) oxidants "
Julien Buendia, Gwendal Grelier, Philippe Dauban
Adv. Organomet. Chem. 2015, 64, 77-118. (lien)

" Tandem Catalytic C(sp3)-H Amination/Sila-Sonogashira-Hagihara Coupling Reactions with Iodine Reagents "
Julien Buendia, Benjamin Darses, Philippe Dauban
Angew. Chem. Int. Ed. 2015, 54, 5697-5701. (lien)

" C-N Bond Formation by Arene C-H Activation Using a Palladium Catalyst "
Benjamin Darses, Philippe Dauban
Science of Synthesis : Catalytic Transformations via C-H Activation, Georg Thieme Verlag, 2015, Ch2.8, pp 221-248.

" Enantioselective Synthesis of Putative Lipiarmycin Aglycon Related to Fidaxomicin/Tiacumicin B "
William Erb, Jean-Marie Grassot, David Linder, Luc Neuville, Jieping Zhu
Angew. Chem. Int. Ed. 2015, 54, 1929-1932. (lien)

" Copper-catalyzed Domino Three Component Approach for the Assembly of 2-Aminated Benzimidazoles and Quinazolines "
Lam Quang Tran, Luc Neuville
J. Org. Chem. 2015, 80, 6102-6108. (lien)

" Studies on the formal [3+2] cycloaddition of aziridines with alkenes for the synthesis of 1-azaspiroalkanes "
Elodie Martinand-Lurin, Raymond Gruber, Pascal Retailleau, Paul Fleurat-Lessard, Philippe Dauban
J. Org. Chem. 2015, 80, 1414-1426. (lien)

2014

" Catalytic C-H Amination : A Reaction Now Accessible to Engineered Natural Enzymes "
Jean-Pierre Mahy, Jennifer Ciesielski, Philippe Dauban
Angew. Chem. Int. Ed. 2014, 53, 6862-6864. (lien)

" Catalytic Intermolecular Alkene Oxyamination with Nitrenes "
Geoffroy Dequirez, Jennifer Ciesielski, Pascal Retailleau, Philippe Dauban
Chem. Eur. J. 2014, 20, 8929-8933. (lien)

" A Short Asymmetric Synthesis of Octahydroindole Derivatives by Application of Catalytic C(sp3)–H Amination Reaction "
Marie Mazurais, Camille Lescot, Pascal Retailleau, Philippe Dauban
Eur. J. Org. Chem. 2014, 66-79. (lien)

" Addition Reactions (to Alkenes) with Formation of Carbon-Nitrogen Bonds "
Philippe Dauban, Benjamin Darses, Amanda G. Jarvis
Comprehensive Organic Synthesis, 2nd Edition, vol. 7, Oxford, Elsevier Ltd, 2014, Ch19, pp 538-604. (lien)

" Alternative and Emerging Reagents for the Arylation of Heteronucleophiles "
Luc Neuville
Copper-Mediated Cross-Coupling Reactions, (eds G. Evano and N. Blanchard), John Wiley & Sons, Inc., Hoboken, NJ, USA, 2014, pp 113-185. (lien)

2013

" Asymmetric synthesis of amines through rhodium-catalyzed C-H amination with sulfonimidoylnitrenes "
Benjamin Darses, Amanda Jarvis, Abdel-Kader Mafroud, Geneviève Estenne-Bouhtou, Gihad Dargazanli, Philippe Dauban
Synthesis 2013, 2079-2087. (lien)

" Catalytic C-H amination of alkanes with sulfonimidamides : silver(I)-scorpionates vs. dirhodium(II) carboxylates "
Alvaro Beltran, Camille Lescot, M. Mar Díaz-Requejo, Pedro J. Perez, Philippe Dauban
Tetrahedron 2013, 69, 4488-4492. (lien)
invitation dans un numéro spécial "Metal-catalyzed C-H bond functionalization"

" Intermolecular Alkene Aziridination : An Original and Efficient CuI···CuI Dinuclear Catalyst Deriving from a Phospha-Amidinate Ligand "
Noel Nebra, Camille Lescot, Philippe Dauban, Sonia Mallet-Ladeira, Blanca Martin-Vaca, Didier Bourissou
Eur. J. Org. Chem. 2013, 984-990. (lien)

" Palladium-Catalyzed Through-Space C(sp3)-H and C(sp2)-H Bond Activation by 1,4-Palladium Migration : Efficient Synthesis of [3,4]-Fused Oxindoles "
Tiffany Piou, Ala Bunescu, Quian Wang, Luc Neuville, Jieping Zhu
Angew. Chem. Int. Ed. 2013, 52, 12385-12389. (lien)

" Copper-Catalyzed Oxidative Three-Component Synthesis of N, N’,N”-Trisubstituted Guanidines "
Jihui Li, Luc Neuville
Org. Lett. 2013, 15, 6124-6127. (lien)

" Copper-Catalyzed Oxidative Diamination of Terminal Alkynes by Amidines : Synthesis of 1,2,4-Trisubstituted Imidazoles "
Jihui Li, Luc Neuville
Org. Lett. 2013, 15, 1752-1755. (lien)

" Pd(II)-catalyzed intramolecular aminopalladation/direct C–H arylation under aerobic conditions : synthesis of pyrrolo[1,2-a]indoles "
Tiffany Piou, Luc Neuville, Jieping Zhu
Tetrahedron 2013, 69, 4415-4420. (lien)
invitation dans un numéro spécial : Metal-Catalyzed C-H Bond Functionalization

2012

" Intermolecular C−H amination of complex molecules : insights into the factors governing the selectivity "
Camille Lescot, Benjamin Darses, Florence Collet, Pascal Retailleau, Philippe Dauban
J. Org. Chem. 2012, 77, 7232-7240. (lien)

" Nitrene chemistry in organic synthesis : still in its infancy ? "
Geoffroy Dequirez, Valérie Pons, Philippe Dauban
Angew. Chem. Int. Ed. 2012, 51, 7384-7395. (lien)

" Catalytic selective oxyamidation of cyclic enamides using nitrenes "
Nicolas Gigant, Geoffroy Dequirez, Pascal Retailleau, Isabelle Gillaizeau, Philippe Dauban
Chem. Eur. J. 2012, 18, 90-94. (lien)

" Activation of a C(sp3)-H bond by a Transient -Alkylpalladium(II) Complex : Palladium-Catalyzed Domino Carbopalladation/C(sp3)-C(sp3) Bond Forming Process for the Synthesis of Spirooxindoles "
Tiffany Piou, Luc Neuville, Jieping Zhu
Angew. Chem. Int. Ed. 2012, 51, 11561-11565. (lien)

" Copper Catalyzed N-Arylation of Amidines with Aryl Boronic Acids and One-Pot Synthesis of Benzimidazoles by a Chan–Lam–Evans N-Arylation and C–H Activation/C–N Bond Forming Process "
Jihui Li, Sebastien Benard, Luc Neuville, Jieping Zhu
Org. Lett. 2012, 14, 5980-5983. (lien)

" Spirocyclization by Palladium-Catalyzed Domino Heck-Direct C-H Arylation Reactions : Synthesis of Spirodihydroquinolin-2-ones "
Tiffany Piou, Luc Neuville, Jieping Zhu
Org. Lett. 2012, 14, 3760-3763. (lien)

" Rh-, Ag- and Cu-catalyzed C-N bond formation "
Philippe Dauban, Camille Lescot, M. Mar Diaz-Requejo, Pedro J. Perez
Innovative Catalysis in Organic Synthesis : Oxidations, Hydrogenations and C-X Bond Forming Reactions, Wiley-VCH, Weinheim, 2012, pp. 257-277.

" Bis(2,2-dimethylpropanoato-κ-O)phenyl-Iodine, 1st update "
Geoffroy Dequirez, Philippe Dauban
Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley-VCH, 2012

" Iodosylbenzene, 3rd update "
Benjamin Darses, Philippe Dauban
Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley-VCH, 2012

2011

" Catalytic C-H amination : the stereoselectivity issue "
Camille Lescot, Florence Collet, Philippe Dauban
Chem. Soc. Rev. 2011, 40, 1926-1936. (lien)
invitation dans un numéro spécial sur la fonctionnalisation C-H en synthèse organique

" Aziridine from intramolecular alkene aziridination of sulfamates : reactivity toward carbon nucleophiles. Application to the synthesis of Spisulosine and its fluoro analogue "
Guillaume Malik, Audrey Estéoule, Pascal Retailleau, Philippe Dauban
J. Org. Chem. 2011, 76, 7438-7448. (lien)

" Protecting-Group-Free Total Synthesis of (E) and (Z)-Alstoscholarine "
Thibaud Gerfaud, Chunsong Xie, Luc Neuville, Jieping Zhu
Angew. Chem. Int. Ed. 2011, 50, 3954-3957. (lien)

" Unexpected C-C Bond Cleavage : Synthesis of 1,2,4-Oxadiazol-5-ones from Amidoximes with Pentafluorophenyl or Trifluoromethyl anion acting as Leaving Group "
Thibaud Gerfaud, Hai-Long Wei, Luc Neuville, Jieping Zhu
Org. Lett. 2011, 13, 6172-6175. (lien)

" Trifluoroacetic Acid-promoted Synthesis of 3-Hydroxy, 3-Amino and Spirooxindoles from alpha-Keto-N-Anilides "
Ioulia Gorokhovik, Luc Neuville, Jieping Zhu
Org. Lett. 2011, 13, 5536-5539. (lien)

" Iodo-Carbocyclization of Electron-Deficient Alkenes : Synthesis of Oxindoles and Spirooxindoles "
Hai-Long Wei, Tiffany Piou, Jeremy Dufour, Luc Neuville, Jieping Zhu
Org. Lett. 2011, 13, 2244-2247. (lien)

2010

" Catalytic oxyamidation of indoles "
Stéphane Beaumont, Valérie Pons, Robert H. Dodd, Philippe Dauban
Angew. Chem. Int. Ed. 2010, 49, 1634-1637. (lien)

" Catalytic stereoselective alkene aziridination with sulfonimidamides "
Fabien Robert-Peillard, Pablo H. Di Chenna, Chungen Liang, Camille Lescot, Florence Collet, Robert H. Dodd, Philippe Dauban
Tetrahedron : Asymmetry 2010, 21, 1447-1457. (lien)
invitation dans un numéro spécial en l’honneur du 80ème anniversaire du Professeur Henri Kagan

" Studies in catalytic C-H amination involving nitrene C-H insertion "
Florence Collet, Camille Lescot, Chungen Liang, Philippe Dauban
Dalton Trans. 2010, 39, 10401-10413. (lien)

2009

" A new masked 1,3-dipole revealed from aziridines "
Philippe Dauban, Guillaume Malik
Angew. Chem. Int. Ed. 2009, 48, 9026-9029. (lien)

" Catalytic C-H amination : recent progress and future directions "
Florence Collet, Robert H. Dodd, Philippe Dauban
Chem. Commun. 2009, 5061-5074. Feature Article (lien)

" Synthesis and GABA-A receptor activity of 2,19-sulfamoyl analogues "
Fernando J. Duran, Valeria C. Edelsztein, Alberto A. Ghini, Mariana Rey, H. Coirini, Philippe Dauban, Robert H. Dodd, Gerardo Burton
Bioorg. Med. Chem. 2009, 17, 6526-6533. (lien)

" Regioselective access to substituted oxindoles via rhodium-catalyzed C-H insertion "
Delphine Gauthier, Robert H. Dodd, Philippe Dauban
Tetrahedron 2009, 65, 8542-8555. (lien)

" Bis(2,2-dimethylpropanoato-κ-O)phenyl-Iodine "
Valérie Pons, Robert H. Dodd, Philippe Dauban
Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley-VCH, 2009

2008

" Toward a Synthetically Useful Stereoselective C-H Amination of Hydrocarbons "
Chungen Liang, Florence Collet, Fabien Robert-Peillard, Robert H. Dodd, Paul Müller, Philippe Dauban
J. Am. Chem. Soc. 2008, 130, 343-350. (lien)

" Stereoselective rhodium-catalyzed imination of sulfides "
Florence Collet, Robert H. Dodd, Philippe Dauban
Org. Lett. 2008, 10, 5473-5476. (lien)

" New C5-alkylated indolobenzazepinones acting as inhibitors of tubulin polymerization : cytotoxic and antitumor activities "
Laurent Keller, Stéphane Beaumont, Jian-Miao Liu, Sylviane Thoret, Jérôme Bignon, Joanna Wdzieczak-Bakala, Philippe Dauban, Robert H. Dodd
J. Med. Chem. 2008, 51, 3414-3421. (lien)

" Synthesis of indolobenzazepinones by application of an isocyanide-based multicomponent reaction "
Stéphane Beaumont, Pascal Retailleau, Philippe Dauban, Robert H. Dodd
Eur. J. Org. Chem. 2008, 5162-5175. (lien)

" Catalytic C-H Amination using Nitrenes "
Philippe Dauban, Robert H. Dodd
Amino Group Chemistry : From Synthesis to the Life Sciences, Wiley-VCH, Weinheim, 2008, pp. 55-92.

Publications antérieures

" Enantioselective intramolecular copper-catalyzed aziridination of sulfamates "
Audrey Estéoule, Fernando J. Duran, Pascal Retailleau, Robert H. Dodd, Philippe Dauban
Synthesis 2007, 1251-1260. (lien)
invitation "Special Topics : Chemistry of Copper in Organic Synthesis"

" Efficient diastereoselective intermolecular rhodium-catalyzed C-H amination "
Chungen Liang, Fabien Robert-Peillard, Corinne Fruit, Paul Müller, Robert H. Dodd, Philippe Dauban
Angew. Chem. Int. Ed 2006, 45, 4641-4644. (lien)
Synfact of the month. Synfacts, 2006, 912

" Diastereoselective rhodium-catalyzed nitrene transfer starting from chiral sulfonimidamide-derived iminoiodanes "
Corinne Fruit, Fabien Robert-Peillard, Gerard Bernardinelli, Paul Müller, Robert H. Dodd, Philippe Dauban
Tetrahedron:Asymmetry 2005, 16, 3484-3487. (lien)
invitation dans un numéro spécial "Asymmetric Oxidation"

" Synthesis of 6,19-sulfamidate bridged pregnanes "
Fernando J. Duran, Alberto A. Ghini, Philippe Dauban, Robert H. Dodd, Gerardo Burton
J. Org. Chem. 2005, 70, 8613-8616. (lien)

" Sulfonimidamides : efficient chiral iminoiodane precursors for diastereoselective copper-catalyzed aziridination of olefins "
Pablo H. Di Chenna, Fabien Robert-Peillard, Philippe Dauban, Robert H. Dodd
Org. Lett. 2004, 6, 4503-4505. (lien)

" Iminoiodane mediated aziridination of α-allylglycine : access to a novel rigid arginine derivative and to the natural amino acid enduracididine "
Laurent Sanière, Loic Leman, Jean-Jacques Bourguignon, Philippe Dauban, Robert H. Dodd
Tetrahedron 2004, 60, 5889-5897. (lien)

" Copper(I) trifluoromethanesulfonate "
Philippe Dauban, Robert H. Dodd
Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley-VCH, 2004

" Iminoiodanes and C-N bond formation in organic synthesis "
Philippe Dauban, Robert H. Dodd
Synlett 2003, 1571-1586. (lien)

" PhI=NSes mediated aziridination of 11-pregnane derivatives : synthesis of an 11,12-aziridino analogue of neuroactive steroids "
Pablo H. Di Chenna, Alberto Ghini, Ricardo Baggio, Maria Teresa Garland, Gerardo Burton, Philippe Dauban, Robert H. Dodd
Tetrahedron 2003, 59, 1009-1014. (lien)

" [N-(2-(trimethylsilyl)ethanesulfonyl)imino]phenyliodane "
Philippe Dauban, Robert H. Dodd
Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley-VCH, 2003

" Copper-catalyzed aziridination of allylglycine derivatives "
Loic Leman, Laurent Sanière, Philippe Dauban, Robert H. Dodd
Arkivoc 2003, vi, 126-134.
invitation dans un numéro spécial en l’honneur du Prof. A. Varvoglis

" Intramolecular PhI=O mediated copper-catalyzed aziridination of unsaturated sulfamates : a new direct access to polysubstituted amines from simple homoallylic alcohols "
Fernando J. Duran, Loic Leman, Alberto Ghini, Gerardo Burton, Philippe Dauban, Robert H. Dodd
Org. Lett. 2002, 4, 2481-2483. (lien)

" Copper-catalyzed nitrogen transfer mediated by iodosylbenzene PhI=O "
Philippe Dauban, Laurent Sanière, Aurélie Tarrade, Robert H. Dodd
J. Am. Chem. Soc. 2001, 123, 7707-7708. (lien)

" Intramolecular bromine-catalyzed aziridination : a new direct access to cyclic sulfonamides "
Philippe Dauban, Robert H. Dodd
Tetrahedron Lett. 2001, 42, 1037-1040. (lien)

" Synthesis of cyclic sulfonamides via intramolecular copper-catalyzed reaction of unsaturated iminoiodinanes "
Philippe Dauban, Robert H. Dodd
Org. Lett. 2000, 2, 2327-2329. (lien)

" Aziridination of 11-pregnene-3,20-dione using PhI=NSes "
Pablo H. Di Chenna, Philippe Dauban, Alberto Ghini, Gerardo Burton, Robert H. Dodd
Tetrahedron Lett. 2000, 41, 7041-7045. (lien)

" PhI=NSes : A new iminoiodinane reagent for the copper-catalyzed aziridination of olefins "
Philippe Dauban, Robert H. Dodd
J. Org. Chem. 1999, 64, 5304-5307. (lien)