Sébastien Comesse

41
Documents

Présentation

Sébastien Comesse was born in 1973 and he obtained in 2001 his Ph.D. degree from Sorbonne University (Pierre et Marie Curie University) under the supervision of C Kadouri. He became Assistant Professor in 2005 in the URCOM (Unité de Recherche en Chimie Organique et Macromoléculaire) Laboratory of the University of Le Havre Normandie.

1. L'axe de recherche (avec un choix de deux axes).

Axe 1. Chimie durable et Santé

2. Thèmes de recherche

His research focuses on the development of new tandem/domino reactions starting from simple molecules such as α-bromoacetamides and acrylamides for the synthesis of biologically relevant N-heterocycles.

3. Mots-clés

Domino and tandem reactions, methodology, N-heterocycles

4. Production Scientifique

  • Publications : 62
  • Chapitres de livre : 1
  • Conférences invitées: 5
  • Brevets: 2

Publications

Publications

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N -benzyloxyacrylamides as bisnucleophiles in an organocatalyzed domino aza-Michael/Morita-Baylis-Hillman sequence

Ismail Alahyen , Catherine Taillier , Jérôme Lhoste , Vincent Dalla , Sébastien Comesse
Organic Letters, In press, ⟨10.1021/acs.orglett.4c00295⟩
Article dans une revue hal-04481372 v1
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2,3‐Epoxyamide‐alcohols in Domino Reactions: En Route to Molecular Diversity

Abderrahman El Bouakher , Jérôme Lhoste , Arnaud Martel , Sébastien Comesse
ChemistryOpen, In press, ⟨10.1002/open.202400115⟩
Article dans une revue hal-04578270 v1
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Unlocking the C-centered ring-opening of phosphiranium ions for a straightforward entry to functionalized phosphines

Mohammad Ahmad , Marie-José Tranchant , Sébastien Comesse , Nathalie Saffon-Merceron , Julien Pilmé et al.
Nature Communications, 2024, 15 (1), pp.8554. ⟨10.1038/s41467-024-53003-z⟩
Article dans une revue hal-04723930 v1
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Probing N-Alkoxy Effects in Domino Reactions of α-Bromoacetamide Derivatives Towards Functionalized γ-Lactams

Philippe Champetter , Ismail Alahyen , Catherine Taillier , Jean-François Brière , Vincent Dalla et al.
ChemistrySelect, 2022, 7 (38), ⟨10.1002/slct.202203305⟩
Article dans une revue hal-03808493 v1

Synergy between pristine and hydrophobically modified xanthans for stabilizing oil-in-water emulsions

Céline Fantou , Jiseon Yoo , Sébastien COMESSE , Michel Grisel , Frédéric Renou
Colloid and Interface Science Communications, 2020, 37, pp.100292. ⟨10.1016/j.colcom.2020.100292⟩
Article dans une revue hal-04687536 v1
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Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes

Julien Gasnot , Clément Botella , Sébastien Comesse , Sami Lakhdar , Carole Alayrac et al.
SYNLETT, 2020, 31 (09), pp.883-888. ⟨10.1055/s-0040-1708000⟩
Article dans une revue hal-02899695 v1
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Taming the Reactivity of Phosphiranium Salts: Site‐Selective C‐Centered Ring Opening for Direct Synthesis of Phosphinoethylamines

Julien Gasnot , Clément Botella , Sébastien Comesse , Sami Lakhdar , Carole Alayrac et al.
Angewandte Chemie International Edition, 2020, 59 (29), pp.11769-11773. ⟨10.1002/anie.201916449⟩
Article dans une revue hal-02899688 v1

Hydrophobically modified xanthan: Thickening and surface active agent for highly stable oil in water emulsions

Céline Fantou , Sébastien Comesse , Frédéric F. Renou , Michel Grisel
Carbohydrate Polymers, 2019, 205, pp.362-370. ⟨10.1016/j.carbpol.2018.10.052⟩
Article dans une revue hal-02181667 v1
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α-Halogenoacetamides: versatile and efficient tools for the synthesis of complex aza-heterocycles

Abderrahman El Bouakher , Arnaud Martel , Sébastien Comesse
Organic & Biomolecular Chemistry, 2019, 17 (37), pp.8467-8485. ⟨10.1039/C9OB01683J⟩
Article dans une revue hal-02313870 v1

Impact of backbone stiffness and hydrophobic chain length of modified xanthan on oil in water emulsion stabilization

Céline Fantou , Sébastien Comesse , Frédéric F. Renou , Michel Grisel
Carbohydrate Polymers, 2019, 216, pp.352-359. ⟨10.1016/j.carbpol.2019.03.079⟩
Article dans une revue hal-02181669 v1

α-Halogenoacetamides: versatile and efficient tools for the synthesis of complex aza-heterocycles

Abderrahman El Bouakher , Arnaud Martel , Sébastien Comesse
Organic & Biomolecular Chemistry, 2019, 17 (37), pp.8467-8485. ⟨10.1039/C9OB01683J⟩
Article dans une revue hal-04687461 v1

Chemo-, Regio-, and Stereoselective Synthesis of Polysusbtituted Oxazolo[3,2- d ][1,4]oxazepin-5(3 H )ones via a Domino oxa-Michael/aza-Michael/Williamson Cycloetherification Sequence

Abderrahman El Bouakher , Jordan Tasserie , Ronan Le Goff , Jérôme Lhoste , Arnaud Martel et al.
Journal of Organic Chemistry, 2017, 82 (11), pp.5798-5809. ⟨10.1021/acs.joc.7b00629⟩
Article dans une revue hal-01912420 v1

Chemical modification of xanthan in the ordered and disordered states: An open route for tuning the physico-chemical properties

Céline Fantou , Audrey Roy , Emmanuelle Dé , Sébastien Comesse , Michel Grisel et al.
Carbohydrate Polymers, 2017, 178, pp.115-122. ⟨10.1016/j.carbpol.2017.09.039⟩
Article dans une revue hal-02181629 v1

Bi(OTf) 3 -Catalysed Access to 2,3-Substituted Isoindolinones and Tricyclic N,O-Acetals by Trapping of Bis- N -Acyliminium Species in a Tandem Process

Ahmed Aliyenne , Frédéric Pin , Vijaykumar Nimbarte , Ata Martin Lawson , Sébastien Comesse et al.
European Journal of Organic Chemistry, 2016, 2016 (21), pp.3592-3602. ⟨10.1002/ejoc.201600530⟩
Article dans une revue istex hal-01928678 v1

Synthesis of Oxazolidin-4-ones: Domino O -Alkylation/Aza-Michael/Intramolecular Retro-Claisen Condensation

Abderrahman El Bouakher , Ronan Le Goff , Jordan Tasserie , Jérôme Lhoste , Arnaud Martel et al.
Organic Letters, 2016, 18 (10), pp.2383-2386. ⟨10.1021/acs.orglett.6b00851⟩
Article dans une revue hal-01912406 v1
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An Unprecedented Straightforward Synthesis of Chiral Pyrrolo[3,4- b ]quinolone and Pyrrolo[3,2- b ]quinolone Backbones Starting from trans -4-Hydroxy-L-proline

Sébastien Comesse , Adam Daïch
Journal of Chemistry , 2016, 2016, pp.1-5. ⟨10.1155/2016/1504682⟩
Article dans une revue hal-02331437 v1

Expeditious Synthesis of the Topoisomerase I Inhibitors Isoindolo[2,1-b]isoquinolin-7(5H)-one and the Alkaloid Rosettacin Based on Aryl Radical Cyclization of Enamide Generated by Using N-Acyl­iminium Chemistry

Ata Martin Lawson , Lahssen El Blidi , Aurélie Namoune , Alexandre Bridoux , Vijaykumar Nimbarte et al.
Synthesis: Journal of Synthetic Organic Chemistry, 2015, 47 (22), pp.3583-3592. ⟨10.1055/s-0034-1378811⟩
Article dans une revue hal-02332633 v1

Highly Stereoselective Domino Oxa-Michael/Aza-Michael/Cyclization Synthesis of Bicyclic Lactams and Spirooxindole Skeleton

R. Le Goff , M. Sanselme , Ata Martin Lawson , Adam Daïch , Sébastien Comesse
European Journal of Organic Chemistry, 2015, 2015 (33), pp.7244-7248. ⟨10.1002/ejoc.201501072⟩
Article dans une revue istex hal-02413286 v1

Simple Access to Highly Functional Bicyclic γ- and δ-Lactams: Origins of Chirality Transfer to Contiguous Tertiary/Quaternary Stereocenters Assessed by DFT

Ronan Le goff , Arnaud Martel , Morgane Sanselme , Ata Martin Lawson , Adam Daïch et al.
Chemistry - A European Journal, 2015, 21 (7), pp.2966-2979. ⟨10.1002/chem.201405094⟩
Article dans une revue istex hal-01929393 v1

Hydrophobically Modified Xanthan: An Amphiphilic but Not Associative Polymer

Audrey Roy , Sébastien Comesse , Michel Grisel , Nicolas Hucher , Zied Souguir et al.
Biomacromolecules, 2014, 15 (4), pp.1160-1170. ⟨10.1021/bm4017034⟩
Article dans une revue hal-02163442 v1

Synthesis of highly functionalized pyrrolidines as tunable templates for the direct access to (±)-coerulescine and the tricyclic core of martinellines

Ronan Le Goff , Ata Martin Lawson , Adam Daïch , Sébastien Comesse
Organic & Biomolecular Chemistry, 2013, 11 (11), pp.1818. ⟨10.1039/c3ob27472a⟩
Article dans une revue hal-02332622 v1

A versatile domino process for the synthesis of substituted 3-aminomethylene-chromanones and 2-pyridones catalyzed by CsF

Catalin Pintiala , Ata Martin Lawson , Sébastien Comesse , Adam Daïch
Tetrahedron Letters, 2013, 54 (22), pp.2853-2857. ⟨10.1016/j.tetlet.2013.03.096⟩
Article dans une revue hal-02564869 v1

Tandem aza-Michael/spiro-ring closure sequence: access to a versatile scaffold and total synthesis of (±)-coerulescine

Meral Görmen , Ronan Le Goff , Ata Martin Lawson , Adam Daïch , Sébastien Comesse
Tetrahedron Letters, 2013, 54 (17), pp.2174-2176. ⟨10.1016/j.tetlet.2013.02.047⟩
Article dans une revue istex hal-02564870 v1

Diastereoselective Access to Tri- and Pentacyclic Spiro-γ-lactam-oxindole Cores through a Tandem Aza-Michael Initiated Ring Closure Sequence

Iyad Allous , Sébastien Comesse , Morgane Sanselme , Adam Daïch
European Journal of Organic Chemistry, 2011, 2011 (27), pp.5303 - 5310. ⟨10.1002/ejoc.201100731⟩
Article dans une revue istex hal-01931220 v1

Intramolecular N-aza-amidoalkylation in association with Witkop–Winterfeldt oxidation as the key step to synthesize Luotonin-A analogues

Frédéric Pin , Sébastien Comesse , Adam Daïch
Tetrahedron, 2011, 67 (31), pp.5564-5571. ⟨10.1016/j.tet.2011.05.120⟩
Article dans une revue hal-02564879 v1

Domino Process Optimized via ab Initio Study for an Alternative Access to Bicyclic Lactams

Sébastien Comesse , Arnaud Martel , Adam Daïch
Organic Letters, 2011, 13 (15), pp.4004-4007. ⟨10.1021/ol2015225⟩
Article dans une revue hal-00661218 v1

Proximal Ester Assistance vs. Stereoelectronic Prohibition in Catalytic N-Acyliminium Ion Reactions: Stereoselective Formation of Aza-Heterocycles with Two Contiguous Quaternary-Tertiary Stereocenters

Moussa Saber , Sébastien Comesse , Vincent Dalla , Pierre Netchitaïlo , Adam Daïch
SYNLETT, 2011, 2011 (16), pp.2425-2429. ⟨10.1055/s-0030-1260311⟩
Article dans une revue hal-02564874 v1

Regioselective ring opening of the chiral non-racemic furoindolizidinols. New entry to alkylindolizidinediol derivatives

Peter Šafář , Jozefína Žúžiová , Eva Tóthová , Štefan Marchalín , Nadežda Prónayová et al.
Tetrahedron: Asymmetry, 2010, 21 (5), pp.623-630. ⟨10.1016/j.tetasy.2010.03.018⟩
Article dans une revue istex hal-02564901 v1

Formal [3+2]-Cycloaddition-Based Approach Using Ethoxymethylene Malonate Derivatives: Novel and Expedient Access to Functionalized N-Acyliminium Precursors

Moussa Saber , Sébastien Comesse , Vincent Dalla , Adam Daïch , Morgane Sanselme et al.
SYNLETT, 2010, 2010 (14), pp.2197-2201. ⟨10.1055/s-0030-1258530⟩
Article dans une revue hal-02564898 v1

Toward the improvement of the tandem halide displacement/amide coupling spiro-cyclization as a new route to γ-lactam and pyrroloisoquinoline templates

Iyad Allous , Sébastien Comesse , Dušan Berkeš , Amar Alkyat , Adam Daïch
Tetrahedron Letters, 2009, 50 (31), pp.4411-4415. ⟨10.1016/j.tetlet.2009.02.114⟩
Article dans une revue istex hal-02564909 v1

Unexpected reversible nitrogen atom transfer in the synthesis of polysubstituted imides and 7-aza-hexahydroindolones via enaminonitrile γ-lactams

Nabila Oukli , Sébastien Comesse , Nafa Chafi , Hassan Oulyadi , Adam Daïch
Tetrahedron Letters, 2009, 50 (13), pp.1459-1462. ⟨10.1016/j.tetlet.2009.01.072⟩
Article dans une revue hal-02564911 v1

Association of Intramolecular Furan Diels-Alder Reaction and N-Acylim­­i­n­ium Alkylation for the Synthesis of Pentacyclic Precursor of Aromathecins

Frédéric Pin , Sébastien Comesse , Adam Daïch
SYNLETT, 2009, 2009 (19), pp.3214-3218. ⟨10.1055/s-0029-1218300⟩
Article dans une revue hal-02564904 v1

An Enantioselective Approach to Synthesis of Advanced Chiral Templates for the Construction of Indolic and Indolizidinic Alkaloids

Sébastien Comesse , Adam Daïch , Catherine Kadouri-Puchot , Radouane Affani , Louis Hamon
Heterocycles, 2009, 78 (9), pp.2193. ⟨10.3987/COM-09-11690⟩
Article dans une revue hal-02564906 v1

Synthesis and reductive desulfurization of chiral non-racemic benzothienoindolizines. An efficient approach to a novel bioactive tylophorine alkaloid analogue and 6-phenylindolizidine

Peter Šafář , Jozefína Žúžiová , Mária Bobošíková , Štefan Marchalín , Nadežda Prónayová et al.
Tetrahedron: Asymmetry, 2009, 20 (18), pp.2137-2144. ⟨10.1016/j.tetasy.2009.08.010⟩
Article dans une revue istex hal-02564905 v1

New and Expeditious Tandem Sequence Aza-Michael/Intramolecular Nucleophilic Substitution Route to Substituted γ-Lactams: Synthesis of the Tricyclic Core of (±)-Martinellines

Sébastien Comesse , Morgane Sanselme , Adam Daïch
Journal of Organic Chemistry, 2008, 73 (14), pp.5566 - 5569. ⟨10.1021/jo702752w⟩
Article dans une revue istex hal-01933027 v1

A Domino N-Amidoacylation/Aldol-Type Condensation Approach to the Synthesis of the Topo-I Inhibitor Rosettacin and Derivatives †

Frédéric Pin , Sébastien Comesse , Morgane Sanselme , Adam Daïch
Journal of Organic Chemistry, 2008, 73 (5), pp.1975 - 1978. ⟨10.1021/jo702387q⟩
Article dans une revue istex hal-01933035 v1

Highly diastereoselective approach to novel tetrahydrofuran-fused indolizidinols: a one-step formation of three contiguous stereocenters

Frédéric Pin , Sébastien Comesse , Morgane Sanselme , Peter Šafář , Jozefína Žúžiová et al.
Tetrahedron: Asymmetry, 2008, 19 (4), pp.467-475. ⟨10.1016/j.tetasy.2008.01.013⟩
Article dans une revue istex hal-02564921 v1

An Unusual Polyheterocyclic Diversity by the π-Cyclisation of N -Carbamoyl­iminium Ion, with or without Tandem N , N -Acetal Cleavage, from Spiro(imidazolidinoquinazolinones)

Sébastien Comesse , Morgane Sanselme , Adam Daïch , Anthony Pesquet , Adam Daïch et al.
Synthesis: Journal of Synthetic Organic Chemistry, 2008, 2008 (9), pp.1389-1396. ⟨10.1055/s-2008-1067032⟩
Article dans une revue hal-02564919 v1

A Novel and Expeditious Approach to Symmetrical and Unsymmetrical 5,5-Spiroimide Building Blocks

Adam Daïch , Iyad Allous , Sébastien Comesse
Letters in Organic Chemistry, 2008, 5 (2), pp.73-78. ⟨10.2174/157017808783743902⟩
Article dans une revue hal-02564922 v1

Intermolecular and Intramolecular α-Amidoalkylation Reactions Using Bismuth Triflate as the Catalyst

Frédéric Pin , Sébastien Comesse , Bernard Garrigues , Štefan Marchalín , Adam Daïch
Journal of Organic Chemistry, 2007, 72 (4), pp.1181-1191. ⟨10.1021/jo062077x⟩
Article dans une revue istex hal-02564926 v1

On the Synthesis and Reactivity of Enantiopure Azetidines

Emilie Banide , Vincent Lemau de Talancé , Grégory Schmidt , Hodney Lubin , Sébastien COMESSE et al.
European Journal of Organic Chemistry, 2007, 2007 (27), pp.4517-4524. ⟨10.1002/ejoc.200700283⟩
Article dans une revue istex hal-04687530 v1