Publications

2024

Toward Efficient and Stereoselective Aromatic and Dearomative Cope Rearrangements: Experimental and Theoretical Investigations of α-Allyl-α’-Aromatic γ-Lactone Derivatives

Mando, M.; Grellepois, F.; Blanc, A.; Hénon, E.; Riguet, E. Chem. Eur. J. 2024, Accepted.

2023

Photoactivatable Liposomes for Blue to Deep Red Light-Activated Surface Drug Release: Application to Controlled Delivery of the Antitumoral Drug Melphalan

Brion, A.; Chaud, J.; Klimezak, M.; Ohlmann, L., Léonard, J.; Chassaing, S.; Frisch, B.; Kichler, A.; Heurtault, B.; Specht, A. Bioconjugate Chem., 2023, 34, 1304.

Red Light-Responsive Upconverting Nanoparticles for Quantitative and Controlled Release of a Coumarin-Based Prodrug

Brion, A.; Chaud, J.; Léonard, J.; Bolze, F.; Chassaing, S.; Frisch, B.; Heurtault, B.; Kichler, A.; Specht, A. Adv. Healthcare Mater., 2023, 12, 2201474.

Copper-zeolites Prepared by Solid-state Ion Exchange – Characterization and Evaluation for the Direct Conversion of Methane to Methanol

Kvande, K.; Prodinger, S.; Schlimpen, F.; Beato, P.; Pale, P.; Chassaing, S.; Svelle, S. Topics in Catalysis, 2023, 66, 1406.

2022

A Gold(I)-Catalysed Approach towards Harmalidine, an Elusive Alkaloid from Peganum Harmala

Miaskiewicz, S.; Weibel, J.-M.; Pale, P.; Blanc, A. RSC Advances, 2022, 12, 26966.

Dinuclear Silver(I) and Gold(I) Complexes with Chiral Oxazoline-NHC Ligands

Hoffmann, M.; Dargorne, S.; Pale, P.; Blanc, A.; de Frémont, P. J. Organomet. Chem., 2022, 979, 122507.

From A3/KA2 to AYA/KYA Multicomponent Coupling Reactions with Terminal Ynamides as Alkyne Surrogates – a Direct, Green Route to γ-Amino-ynamides

Schlimpen, F.; Ast, T.; Bénéteau, V.; Pale, P.; Chassaing, S. Green Chem. 2022, 6467.

Rhazinilam-Leuconolam Family of Natural Products: a Half Century of Total Synthesis

Sirindil, F.; Weibel, J.-M.; Pale, P.; Blanc, A. Nat. Prod. Rep. 2022, 39, 1574.

Targeted Modifications of Neomycin and Paromomycin: Towards Resistance–free Antibiotics?

Obszynski, J.; Loidon, H.; Blanc, A.; Weibel, J.-M.; Pale, P. Bioorg. Chem., 2022, 126, 105824.

trans-Dichlorobis(XPhos)Palladium(II) Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Aryl/Vinyl Sulfonates/Halides: Scope, Mechanistic Study and Synthetic Applications

Sirindil, F.; Pertschi, R.; Naulin, E.; Hatey, D.; Weibel, J.-M.; Pale, P.; Blanc, A.; ACS Omega 2022, 1186.

2021

α-Tertiary Propargylamine Synthesis via KA2-Type Coupling Reactions under Solvent-Free CuI-Zeolite Catalysis

Schlimpen, F.; Plaçais, C.; Starck, E.; Bénéteau, V.; Pale, P.; Chassaing, S. J. Org. Chem. 2021, 86, 16593.

Two-Photon Sensitive Coumarinyl Photoremovable Protecting Groups with Rigid Electron-Rich Cycles Obtained by Domino Reactions Initiated by a 5-exo-Dig Cyclocarbopalladation

Chaud, J.; Morville, C.; Bolze, F.; Garnier, D.;  Chassaing, S.; Blond, G.; Specht, A. Org. Lett. 2021, 23, 7580.

Computational Study of Benzosultam formation via Gold(I)-Catalyzed Ammoniumation / Nucleophilic Substitution Reaction

Pertschi, R.; de Aguirre, A.; Pale, P.; Blanc, A.; Poblador Bahamonde, A. I. Helv. Chim. acta. 2021, 104, e2100133.

Gold(I)-Catalyzed Divergent and Diastereoselective Synthesis of Azepines by Ammoniumation/Ring-Expansion Reactions

Pertschi, R.; Miaskiewicz, S.; Kern, N.; Weibel, J.-M.; Pale, P.; Blanc, A. Chem. Catal. 2021, 1, 129.

Recent Advances in the Synthesis and Applications of Chiral Gold(III) Complexes

Jouhannet, R.; Dagorne, S.; Blanc, A.; de Frémont, P. Chem.–Eur. J. 2021, 27, 9218.

A Coumarin-Based Analogue of Thiacetazone as Dual Covalent Inhibitor and Potential Fluorescent Label of HadA in Mycobacterium tuberculosis

Farjallah, A.; Chiarelli, L. R.; Forbak, M.; Degiacomi, G.; Danel, M.; Goncalves, F.; Carayon, C.; Seguin, C.; Fumagalli, M.; Záhorszká, M.; Vega, E. Abid, S.; Grzegorzewicz, A.; Jackson, M.; Antonio Peixoto, A.; Korduláková, J.; Pasca, M. R.; Lherbet, C.; Chassaing, S. ACS Infect. Dis. 2021, 7, 552.

2020

Comparative Enantioseparation of Chiral 4,4’-Bipyridine Derivatives on Coated and Immobilized Amylose-Based Chiral Stationary Phases

Peluso, P.; Sechi, B.; Lai, G.; Dessì, A.; Dallocchio, R.; Cossu, S.; Aubert, E.; Weiss, R.; Patrick Pale, P.; Mamane, V.; Bezhan Chankvetadze, B. J. Chromatogr. A 2020, 1625, 461303.

Noncovalent Interactions in High-Performance Liquid Chromatography Enantioseparations on Polysaccharide-Based Chiral Selectors

Peluso, P.; Mamane, V.; Dallocchio, R.; Dessì, A.; Cossu, S. J. Chromatogr. A 2020, 1623, 461202.

Halogen bond in separation science: overview, concepts and perspectives

Peluso, P.; Mamane, V.; Dessì, A.; Dallocchio, R.; Aubert, E.; Gatti, C.; Mangelings, D.; Sergio Cossu, S. J. Chromatogr. A 2020, 1616, 460788.

Rational Design, Synthesis, Characterization and Evaluation of Iodinated 4,4′-Bipyridines as New Transthyretin Fibrillogenesis Inhibitors

Dessì, A.; Peluso, P.; Dallocchio, R.; Weiss, R.; Andreotti, G.; Allocca, M.; Aubert, E.; Pale, P.; Mamane, V.; Cossu, S. Molecules 2020, 25, 2213.

Synthesis, Characterization, and Catalytic Activity of Chiral NHC Platinum(II) Pyridine Dihalide Complexes

Pertschi, R.; Hatey, D.; Pale, P.; de Frémont, P.; Blanc, A. Organometallic 2020, 39, 804–812.

Evans‐Chan‐Lam‐Type Azidation and One‐Pot CuAAC under CuI‐Zeolite Catalysis

Clerc, A; Bénéteau, V; Pale, P; Chassaing, S. Chem. Cat. Chem. 2020, 12, 2060–2065.

2019

Chiral Chalcogen Bond Donors Based on the 4,4′-Bipyridine Scaffold

Weiss, R.; Aubert, E.; Peluso, P.; Cossu, S.; Pale, P.; Mamane, V. Molecules 2019, 24, 4484.

Synthesis of Indolizine and Pyrrolo[1,2-a]azepine Derivatives via a Gold(I)–Catalyzed 3-Step Cascade

Sirindil, F.; Golling, S.; Lamare, R.; Weibel, J. M.; Pale, P.; Blanc, A. Org. Lett. 2019, 21, 8997–9000.

Benzosultam Synthesis by Gold(I)-Catalyzed Ammonium Formation/Nucleophilic Substitution

Pertschi, R.; Weibel, J. M.; Pale, P.; Blanc, A. Org. Lett. 2019, 21, 5616–5620.

Borylation and rearrangement of alkynyloxiranes : a stereospecific route to substituted α-enynes.

Fuentespina R. P.; Garcia de la Cruz, J. L.; Durin, G.; Mamane, V.; Weibel, J.-M.; Pale, P. Beilstein J. Org. Chem. 2019, 15, 1416–1424.

Total Synthesis of Rhazinilam through Gold-Catalyzed Cycloisomerization-Sulfonyl Migration & Palladium-Catalyzed Suzuki-Miyaura Coupling of Pyrrolyl Sulfonates

Sirindil, F.; Weibel, J. M.; Pale, P.; Blanc, A. Org. Lett. 2019, 21, 5542–5546.

When Gold Cations Meet Polyoxometalates (Review)

Blanc, A.; de Frémont, P. Chem.–Eur. J. 2019, 25, 9553–9567.

2018

Vinyl Nosylates as Partner in Copper and Silver Co-Catalyzed Sonogashira Cross-Coupling Reactions

Cheval, N. P.; Hoffmann, B.; Dikova, A.; Sirindil, F., Blanc, A.; Weibel, J.-M.; Pale, P. Tetrahedron 2018, 74, 7111–7119.

Enantioseparation of fluorinated 3-arylthio-4,4′-bipyridines: Insights into chalcogen and π-hole bonds in high-performance liquid chromatography

Peluso, P.; Gatti, C.; Dessi, A.; Dallocchio, R.; Weiss, R.; Aubert, E.; Pale, P.; Cossu, S.; Mamane, V. J. Chromatogr. A, 2018, 119–129.

Synthesis, Characterization and Catalytic Activity of NHC Gold(I) Polyoxometalate Complexes

Sirindil, F.; Nolan, S. P.; Dagorne, S.; Pale, P.; Blanc, A.; de Frémont, P. Chem.–Eur. J. 2018, 24, 12630–12637.

Regioselective Synthesis of Indene from 3-Aryl Propargylic gem-Dipivalates Catalyzed by N-Heterocyclic Carbene Gold(I) Complexes

Hueber, D.; Teci, M.; Brenner, E.; Matt, D.; Weibel, J.-M.; Pale, P.; Blanc, A. Adv. Synth. Catal. 2018, 360, 2453–2459.

Copper(I)-USY as a Ligand-Free and Recyclable Catalyst for Ullmann-Type O-, N-, S-, and C-Arylation Reactions: Scope and Application to Total Synthesis

Garnier, T.; Danel, M.; Magne, V.; Pujol, A.; Beneteau, V.; Pale, P.; Chassaing, S. J. Org. Chem. 2018, 83, 6408–6422.

Green Catalysts Based on Zeolites for Heterocycle Synthesis (Review)

Chassaing, S.; Beneteau, V.; Pale, P. Curr. Opin. Green Sustain. Chem. 2018, 10, 35–39.

Silver–Promoted Coupling Reactions (Book Chapter)

Weibel, J.-M.; Blanc, A.; Pale, P. Chapter 3.5.13 in Synthesis Knowledge Updates Vol. 3 Compounds of Groups 12 and 11, 2018/1, pp 1–109.

2017

Synthesis of 2-Carboxylated Aza-Ring Derivatives through α-Monohalogenation/Ring-Contraction of N-Sulfonyl Lactams

Gold (I)-Catalyzed Cascade: Synthesis of 2, 5-Disubstituted Pyrroles from N-Sulfonyl-2-(1-ethoxypropargyl) azetidines through Cyclization/Nucleophilic Substitution/Elimination

Zeolite-Based Organic Synthesis (ZeoBOS) of Acortatarin A: First Total Synthesis Based on Native and Metal-Doped Zeolite-Catalyzed Steps

Wimmer, E.; Borghèse, S.; Blanc, A.; Bénéteau, V.; Pale, P. Chem.–Eur. J. 2017, 23, 1484–1489.

Chan–Lam-Type C–N Cross-Coupling Reactions under Base- and Ligand-Free Cu^I-Zeolite Catalysis

2016

Silver & Gold Routes to Furans and Benzofurans (Review)

Blanc, A.; Bénéteau, V.; Weibel, J.-M.; Pale, P. Org. Biomol. Chem. 2016, 14, 9184–9205.

Gold(I)-Catalyzed N-Desulfonylative Amination versus N-to-O 1,5-Sulfonyl Migration: A Versatile Approach to 1-Azabicycloalkanes

2015

Handy Protocols using Vinyl Nosylates in Suzuki–Miyaura Cross-Coupling Reactions

Cu^I–USY as a Ligand-Free and Recyclable Catalytic System for the Ullmann-Type Diaryl Ether Synthesis

Magné, V.; Garnier, T.; Danel, M.; Pale, P.; Chassaing, S. Org. Lett., 2015 17, 4494–4497.

Polyoxometalate-Gold(I)/H+ Complexes: Air-Stable, Efficient, Polyvalent, and Bifunctional Catalysts

Hueber, D.; Hoffmann, M.; de Frémont, P.; Pale, P.; Blanc, A. Organometallics 2015, 34, 5065–5072.

Easy, Green and Safe Carbonylation Reactions through Zeolite-Catalyzed Carbon Monoxide Production from Formic Acid

Losch, P.; Felten, A.-S.; Pale, P. Adv. Synth. Catal. 2015, 357, 2931–2938.

Assigning Regioisomeric or Diastereoisomeric Relations of Problematic Trisubstituted Double-Bonds through Heteronuclear 2D Selective J-Resolved NMR Spectroscopy

Hoffmann, M.; Miaskiewicz, S.; Weibel, J.-M.; Pale, P.; Blanc, A. RCS Advances 2015, 5, 37138–37148.

2014

Zeo-Click Synthesis: Copper-Zeolite-Catalyzed Synthesis of Ynamides

Harkat, H.; Borghèse, S.; Nigris, M. D.; Kiselev, S.; Bénéteau, V.; Pale, P. Adv. Synth. Catal. 2014, 356, 3842–3848.

Robust Synthesis of N-Sulfonylazetidine Building Blocks via Ring Contraction of α-Bromo N-Sulfonylpyrrolidinones

Kern, N.; Felten, A.-S.; Weibel, J.-M.; Pale, P.; Blanc, A. Org. Lett. 2014, 16, 6104–6107.

Copper(II) bromide as an efficient catalyst for acetal to bisarylmethyl ether interconversion

Mezaache, R.; Harkat, H.; Obszynski, J.; Benkouider, A.; Blanc, A.; Weibel, J.-M.; Pale, P. Tetrahedron Lett. 2014, 55, 7167–7171.

Chemoenzymatic routes to cyclopentenols: the role of protecting groups on stereo- and enantioselectivity

Specklin, S.; Dikova, A.; Blanc, A.; Weibel, J.-M.; Pale, P. Tetrahedron Lett. 2014, 55, 6987–6991.

Short and efficient route toward α-substituted N-arylazetidines from acetanilides via Mitsunobu reaction

Kern, N.; Hoffmann, M.; Weibel, J.-M.; Pale, P.; Blanc, A. Tetrahedron 2014, 70, 5519–5531.

Synthesis, Characterization, and Catalytic Activity of Alcohol-Functionalized NHC Gold(I/III) Complexes

Jacques, B.; Hueber, D.; Hameury, S.; Braunstein, P.; Pale, P.; Blanc, A.; de Frémont, P. Organometallics 2014, 33, 2326–2335.

Inorganic–Organic Heteropolyacid–Gold(I) Hybrids: Structures and Catalytic Applications

Hueber, D.; Hoffmann, M.; Louis, B.; Pale, P.; Blanc, A. Chem. – Eur. J. 2014, 20, 3903–3907.

Gold(I)/(III)-Catalyzed Rearrangement of Divinyl Ketones and Acyloxyalkynyloxiranes into Cyclopentenones

 Hoffmann, M.; Weibel, J.-M.; de Frémont, P.; Pale, P.; Blanc, A. Org. Lett. 2014, 16, 908–911.

2013

Gold(I)-catalyzed formation of furans from γ-acyloxyalkynyl ketones

Hoffmann, M.; Miaskiewicz, S.; Weibel, J.-M.; Pale, P.; Blanc, A. Beilstein J. Org. Chem. 2013, 9, 1774–1780.

Diels–Alder Reaction between Isoprene and Methyl Acrylate over Different Zeolites: Influence of Pore Topology and Acidity

Bernardon, C.; Louis, B.; Bénéteau, V.; Pale, P. ChemplusChem 2013, 78, 1134–1141.

Synthesis, Characterization, and Catalytic Activity of Cationic NHC Gold(III) Pyridine Complexes

Orbisaglia, S.; Jacques, B.; Braunstein, P.; Hueber, D.; Pale, P.; Blanc, A.; de Frémont, P. Organometallics 2013, 32, 4153–4164.

Vinyl Nosylates: An Ideal Partner for Palladium-Catalyzed Cross-Coupling Reactions

Cheval, N. P.; Dikova, A.; Blanc, A.; Weibel, J.-M.; Pale, P. Chem. – Eur. J. 2013, 19, 8765–8768.

Electrophilic chlorination of arenes with trichloroisocyanuric acid over acid zeolites

Mendonça, G. F.; Bastos, A. R.; Boltz, M.; Louis, B.; Pale, P.; Esteves, P. M.; de Mattos, M. C. S. Appl. Catal. Gen. 2013, 460-461, 46–51.

Well-defined silica-supported molybdenum nitride species: silica grafting triggers alkyne metathesis activity

Genelot, M.; Cheval, N. P.; Vitorino, M.; Berrier, E.; Weibel, J.-M.; Pale, P.; Mortreux, A.; Gauvin, R. M. Chem. Sci. 2013, 4, 2680–2685.

Silver-zeolite catalysed solvent free synthesis of (spiro)ketals

Borghèse, S.; Drouhin, P.; Bénéteau, V.; Louis, B.; Pale, P. Green Chem. 2013, 15, 1496–1500.

Gold(I)-Catalyzed Rearrangement of N-Aryl 2-Alkynylazetidines to Pyrrolo[1,2-a]indoles

Kern, N.; Hoffmann, M.; Blanc, A.; Weibel, J.-M.; Pale, P. Org. Lett. 2013, 15, 836–839.

2012

Silver(I)-Catalyzed Deprotection of p-Methoxybenzyl Ethers: A Mild and Chemoselective Method

Kern, N.; Dombray, T.; Blanc, A.; Weibel, J.-M.; Pale, P. J. Org. Chem. 2012, 77, 9227–9235.

Green route for the chlorination of nitrobenzene

Boltz, M.; de Mattos, M. C. S.; Esteves, P. M.; Pale, P.; Louis, B. Appl. Catal. Gen. 2012, 449, 1–8.

Vinyl triflates derived from 1,3-dicarbonyl compounds and analogs: access and applications to organic synthesis (Review)

Chassaing, S.; Specklin, S.; Weibel, J.-M.; Pale, P. Tetrahedron 2012, 68, 7245–7273.

Coinage Metals-Catalyzed Cascade Reactions of Aryl Alkynylaziridines: Silver(I)-Single vs Gold(I)-Double Cyclization

Kern, N.; Blanc, A.; Miaskiewicz, S.; Robinette, M.; Weibel, J.-M.; Pale, P. J. Org. Chem. 2012, 77, 4323–4341.

Scandium(III)-Zeolites as New Heterogeneous Catalysts for Imino-Diels–Alder Reactions

Olmos, A.; Louis, B.; Pale, P. Chem. – Eur. J. 2012, 18, 4894–4901.

Vinyl and Aryl Sulfonates: Preparations and Applications in Total Synthesis (Review)

Chassaing, S.; Specklin, S.; Weibel, J.-M.; Pale, P.  Curr. Org. Synth. 2012, 9, 806–827.

2011

Brønsted acid sites in metal-containing solid acids: from quantification to molecular design of new catalysts/silver(I)-polyoxometalates

Borghèse, S.; Blanc, A.; Pale, P.; Louis, B. Dalton Trans. 2011, 40, 1220–1223.

Copper(II) bromide as efficient catalyst for silyl- to bisarylmethyl ethers interconversion (transprotection)

Specklin, S.; Gallier, F.; Mezaache, R.; Harkat, H.; Dembelé, Y. A.; Weibel, J.-M.; Blanc, A.; Pale, P. Tetrahedron Lett. 2011, 52, 5820–5823.

Design of silver(I)-heteropolyacids: toward the molecular control of reactivity in organic chemistry

Borghèse, S.; Louis, B.; Blanc, A.; Pale, P. Catal. Sci. Technol. 2011, 1, 981–986.

Rational Design of Microporous and Mesoporous Solids for Catalysis: From the Molecule to the Reactor

Louis, B.; Laugel, G.; Pale, P.; Pereira, M. M. ChemCatChem 2011, 3, 1263–1272.

Gold(I)-catalyzed rearrangement of aryl alkynylaziridines to spiro[isochroman-4,2′-pyrrolines]

Kern, N.; Blanc, A.; Weibel, J.-M.; Pale, P. Chem. Commun. 2011, 47, 6665–6667.

Scandium(III) Zeolites as New Heterogeneous Catalysts: [4+2]Cyclocondensation of in situ Generated Aryl Imines with Alkenes

Olmos, A.; Sommer, J.; Pale, P. Chem. – Eur. J. 2011, 17, 1907–1914.

Amino-benzosuberone: A novel warhead for selective inhibition of human aminopeptidase-N/CD13

Albrecht, S.; Al-Lakkis-Wehbe, M.; Orsini, A.; Defoin, A.; Pale, P.; Salomon, E.; Tarnus, C.; Weibel, J.-M. Bioorg. Med. Chem. 2011, 19, 1434–1449.

2010

Gold(I)-Catalyzed Cycloisomerization of β-Alkynylpropiolactones to Substituted α-Pyrones

Dombray, T.; Blanc, A.; Weibel, J.-M.; Pale, P. Org. Lett. 2010, 12, 5362–5365.

Zeo-Click Chemistry: Copper(I)–Zeolite-Catalyzed Cascade Reaction; One-Pot Epoxide Ring-Opening and Cycloaddition

Boningari, T.; Olmos, A.; Reddy, B. M.; Sommer, J.; Pale, P. Eur. J. Org. Chem. 2010, 2010, 6338–6347.

Copper(I)-Zeolites as New Heterogeneous and Green Catalysts for Organic Synthesis

Kuhn, P.; Louis, B.; Sommer, J.; Pale, P. Synthesis 2010, 1557–1567.

Zeo-click synthesis: Cu^I-zeolite-catalyzed one-pot two-step synthesis of triazoles from halides and related compounds

Bénéteau, V.; Olmos, A.; Boningari, T.; Sommer, J.; Pale, P. Tetrahedron Lett. 2010, 51, 3673–3677.

Metal-doped Zeolites as Green Catalysts for Organic Synthesis

Chassaing, S.; Alix, A.; Olmos, A.; Keller, M.; Sommer, J.; Pale, P. Z. Naturforsch. B 2010, 65, 783–790.

Gold(I)-Catalyzed Tandem Rearrangement–Nucleophilic Substitution of α-Acetoxy Alkynyl Oxiranes or Aziridines: Efficient Approach to Furans and Pyrroles

Blanc, A.; Alix, A.; Weibel, J.-M.; Pale, P. Eur. J. Org. Chem. 2010, 2010, 1644–1647.

Transformations of N-acylaziridines catalysed by support-based silica and alumina: Mechanistic elucidation

Besbes, N.; Jellali, H.; Pale, P.; Srasra, E.; Efrit, M. L. Comptes Rendus Chim. 2010, 13, 358–364.