Publications

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, Accepted.

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, in press.

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

Sirindil, F.; Miaskiewicz, S.; Kern, N.; Lalaut, A.; Felten, A.-S.; Weibel, J.-M.; Pale, P.; Blanc, A. Tetrahedron 2017, 73, 5096–5106.
 

Teci, M.; Hueber, D.; Pale, P.; Toupet, L.; Blanc, A.; Brenner, E.; D. Matt, Chem.–Eur. J. 2017, 23, 7809–7818.

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

Pertschi, R.; Miaskiewicz, S.; Weibel, J.-M.; Pale, P.; Blanc, A. Synthesis 2017, 49, 4151–4162.
 

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 CuI-Zeolite Catalysis

Tony Garnier, Randa Sakly, Mathieu Danel, Stefan Chassaing, Patrick Pale, Synthesis, 2017, 49, 1223-1230.

2016

Silver & Gold Routes to Furans and Benzofurans

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

Miaskiewicz, S.; Gaillard, B.; Kern, N.; Weibel, J.-M.; Pale, P.; Blanc, A. Angew. Chem. Int. Ed. 2016, 55, 9088–9092.

 

Aryl and Heteroaryl Nosylates as Stable and Cheap Partners for Suzuki–Miyaura Cross-Coupling Reactions

Tetrahedron 02 (1).2016

Dikova, A.; Cheval, N. P.; Blanc, A.; Weibel, J.-M.; Pale, P. Tetrahedron 2016, 72, 1960–1968.
 

Gold(I)-Catalyzed Cyclization/Nucleophilic Substitution of 1-(N-Sulfonylazetidin-2-yl) Ynones into N-Sulfonylpyrrolin-4-ones

Miaskiewicz, S.; Weibel, J.-M.; Pale, P.; Blanc, A. Org. Lett. 2016, 18, 844–847.
 

When CuAAC ‘Click Chemistry’ Goes Heterogeneous (Review)

Catal sci techno 01.2016 (1)

Chassaing, S.; Bénéteau, V.; Pale, P. Catal. Sci. & Technol. 2016, 6, 923–957.
 

2015

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

Adv Synth Catal Annie, 11.12.2015 (1)

Dikova, A.; Cheval, N. P.; Blanc, A.; Weibel, J.-M.; Pale, P. Adv. Synth. Catal. 2015, 357, 4093–4100.

 

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

Org Lett Stéphane, 08.2015 (1)

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

Organometallics, Damien, 01.10.2015 (2)

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

Adv Synth Catal, Pit, 05.09.2015 (3)

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

RSC Advances, Marie, 15.04.2015 (2)

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: CuI-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.