Publications LSO

The xanthate radical addition route to sulfur heterocycles
Quiclet-Sire, B.; Zard, S.
Arkivoc 2024, 202412199.

Cycloadditions of 5-Vinyloxazolidine-2,4-diones: A Straightfor-ward Access to the (thio)Hydantoin Scaffold
Busicchia, M.; Roblin, A.; Dubois, C.; Mekranter, N.; Casaretto, N.; Archambeau, A
ChemRxiv 2024, doi:10.26434/chemrxiv-2024-8x00h.

Modular synthesis of conjugated aromatic boronate esters by radical xanthate addition
He, C.; Pan, X.; Zard, S. Z.Han, GH; Zhang, W; Acs, E; Paquin, A; Ronzon, Q; Casaretto, N; Nay, B
Synlett 2024, ASAP.

Total Synthesis of Cyclotripeptidic Natural Products Anacine, Aurantiomide C, Polonimides A and C, and Verrucine F
Han, GH; Zhang, W; Acs, E; Paquin, A; Ronzon, Q; Casaretto, N; Nay, B
Org. Lett. 2024, 26, 2629–2634.

Palladium-Catalyzed C8-Fluoroalkylation and C8-Fluoroalkenylation of Naphthalenes by C-H Activation
Amistadi-Revol, H; Tremblais, J; Casaretto, N; Prévost, S
Eur. J. Org. Chem. 2024, e202400194.

Regio- and Chemoselective Double Allylic Substitution of Alkenyl vic-Diols
Chen, BC; Pagès, L; Dollet, R; Kouklovsky, C; Prévost, S; de la Torre, A
Org. Lett. 2024, 26, 2393–2397.

Radicals and Carbohydrates: A Grand Alliance
Quiclet-Sire, B; Zard, SZ
Helvetica 2024, 107, e202300218.

Tandem Hock and Friedel-Crafts reactions allowing an expedient synthesis of a cyclolignan-type scaffold
Ikonnikova, VA; Cheibas, C; Gayraud, O; Bosnidou, AE; Casaretto, N; Frison, G; Nay, B
Beilstein J. Org. Chem. 2024, 20, 162–169.

Synthesis of naphtholactams and their biological evaluation against Pseudomonas aeruginosa
Amistadi-Revol, H; Baetz, B; Liu, SS; Giraud, C; Prevost, S
Arkivoc 2024, 202312091.

Reactions of aliphatic terminal alkynes with Ti(OiPr)4/BuLi: selectivity, kinetic aspects, and a new tetramerisation process
Frites, W; Ren, X; Siemiaszko, G; Cordier, M; Hammal, L; Six, Y
Arkivoc 2024, 202312141.

Chemical adventures with oximes
Zard, SZ
Arkivoc 2024, 202312112.

Synthesis of bicyclo[4.2.0]octane ring of kingianin via [2+2] ketene cycloaddition
Azmi, MN; Litaudon, M; Awang, K; Six, Y
Org. Commun. 2024, 17, 56-62.

Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis
Quiclet-Sire, B; Zard, SZ
Molecules 2023, 28, 7561.

A Versatile Route to Acyl (MIDA)Boronates
Qiao, H; Michalland, J; Huang, Q; Zard, SZ
Chem. Eur. J. 2023, 29, e202302235.

Diastereo- and Enantioselective Palladium-Catalyzed Cycloadditions of 5-Vinyloxazolidine-2,4-diones with Electrophilic Imines
Roblin, A; Casaretto, N; Archambeau, A
Org. Lett. 2023, 25, 6453–6458.

C-H Functionalization of Aldehydes and Ketones with Transient Directing Groups: Recent Developments
Amistadi-Revol, H; Liu, SS; Prévost, S
Eur. J. Org. Chem. 2023, 26, e202300582.

Theoretical Investigation of the Mechanism of the Hock Rearrangement with InCl3 as Catalyst
Fayet, A; Bourcier, S; Casaretto, N; Nay, B; Frison, G
ChemCatChem 2023, 15, e202300578.

Diastereo- and Enantioselective (3+2) Cycloaddition of a New Aza-π-Allylpalladium Zwitterionic Intermediate
Scuiller, A; Casaretto, N; Archambeau, A
Org. Chem. 2023, 88, 9941–9945.

Mode-of-action of the natural herbicide radulanin A as an inhibitor of photosystem II
Thuillier, S; Viola, S; Lockett-Walters, B; Nay, B; Bailleul, B; Baudouin, E
Pest Management Science, 2024, 80, 156-165.

Bicyclic N-dihalocyclopropylamide derivatives as precursors of nitrogen-containing fused polycyclic systems
Slachtová, V; Casaretto, N; Brulíková, L; Six, Y
Org. Biomol. Chem. 2023, 21, 6325-6341 .

Tandem InCl3-Promoted Hydroperoxide Rearrangements and Nucleophilic Additions: A Straightforward Entry to Benzoxacycles
Bosnidou, AE; Fayet, A; Cheibas, C; Gayraud, O; Bourcier, S; Frison, G; Nay, B
Org. Chem. 2023, 88, 9277–9282.

Palladium-Catalyzed Regioselective peri- and ortho-Halogenation of 1-Naphthaldehydes: Application to the Synthesis of Polycyclic Natural Product Skeletons
Amistadi-Revol, H; Garrec, J; Casaretto, N; Prévost, S
Eur. J. Org. Chem. 2023, 26, e202300359.

Total synthesis: an enabling science
Nay, B
Beilstein J. Org. Chem. 2023, 19, 474–476.

Asymmetric synthesis of a stereopentade fragment toward latrunculins
Joyeux, B; Gamet, A; Casaretto, N; Nay, B
Beilstein J. Org. Chem. 2023, 19, 428–433.

Palladium-Catalyzed ortho-C-H Alkoxycarbonylation of Aromatic Aldehydes via a Transient Directing Group Strategy
Prevost, S; Liu, SS
Org. Lett. 2023, 25, 1380–1385.

Palladium-Catalyzed ortho-C-H Alkoxycarbonylation of Aromatic Aldehydes via a Transient Directing Group Strategy
Prevost, S; Liu, SS
Org. Lett. 2023, 25, 1380–1385.

Sulfur chemistry in action. New perspectives for organic synthesis
Zard, SZ
Phosphorus, Sulfur, and Silicon and the Related Elements 2023, 198, 456–465.

The xanthate route to tetralones, tetralins, and naphthalenes. A brief account
Quiclet-Sire, B; Zard, SZ
Org. Biomol. Chem. 2023, 21, 910-924.

An Ionic-Radical Approach to Vicinally Functionalized Cyclopentanones and Cyclohexanones
Bieszczad, B; Chen, X; Zard, SZ
Org. Lett. 2022, 24, 9370–9374.

Meanderings of a Curious Chemist
Zard, SZ
Synlett 2023, 34, 221-237.

Design, synthesis and cholinesterase inhibitory activity of new dispiro pyrrolidine derivatives
Yusoff, NM; Osman, H; Katemba, V; Abd Ghani, MS; Supratman, U; Omar, MTC; Murugaiyah, V; Ren, X; Six, Y; Azmi, MN
Tetrahedron 2022, 128, 133115.

Total Synthesis of (+)-Cinereain and (-)-Janoxepin through a Fragment Coupling/Retro-Claisen Rearrangement Cascade
Ronzon, Q; Zhang, W; Charote, T; Casaretto, N; Frison, G; Nay, B
Angew. Chem. Int. Ed. 2022, 61, e202212855.

A Radical Route to α-Substituted Enones
Bieszczad, B; Zard, SZ
Org. Lett. 2022, 24, 6973–6977.

Highlights from the 55th Burgenstock Conference on Stereochemistry 2022
Archambeau, A; Delbianco, M
Chem. Sci. 2022, 13, 9806-9810.

Modular Routes to 1,3-Dithian-2-ones and 1,2-Dithiolanes
Zeng, XZ; Zard, SZ
Org. Lett. 2022, 24, 5241–5244.

A Convergent Approach to 1,3-Dithiolan-2-ones and an Unexpected Synthesis of Lactones
Zeng, XZ; Zard, SZ
Org. Lett. 2022, 24, 5245–5248.

Total Synthesis of Phytotoxic Radulanin A Facilitated by the Photochemical Ring Expansion of a 2,2-Dimethylchromene in Flow
Lockett-Walters, B; Thuillier, S; Baudouin, E; Nay, B
Org. Lett. 2022, 24, 4029–4033.

A Route to 5,5-Dithiospiroketals and to Long-Chain Monomers from the Biomass
Dorokhov, VS; Quiclet-Sire, B; Zard, SZ
Org. Lett. 2022, 24, 2878–2882.

A Modular Access to 1,2-and 1,3-Disubstituted Cyclobut lboronic Esters by Consecutive Radical Additions
Michalland, J; Casaretto, N; Zard, SZ
Angew. Chem. Int. Ed. 2022, 61, e202113333.

A Convergent, Stereoselective Route to Trisubstituted Alkenyl Boronates

Michalland, J; Zard, SZ
Org. Lett. 2021, 23, 8018–8022.

Sinunanolobatone A, an Anti-inflammatory Diterpenoid with Bicyclo[13.1.0]pentadecane Carbon Scaffold, and Related Casbanes from the Sanya Soft Coral Sinularia nanolobata
Zeng, ZR; Li, WS; Nay, B; Hu, P; Zhang, HY; Wang, H; Li, XW; Guo, YW
Org. Lett. 2021, 23, 7575–7579.

A Practical Route to Cyclobutylcarbinols and Fluorocyclobutanes
Revil-Baudard, VL; Zard, SZ
Helvetica 2021, 104, e2100106.

Total Synthesis of Poisonous Aconitum Alkaloids Empowered by a Fragment Coupling Strategy
Nay, B
ACS Cent. Sci. 2021, 7, 1298–1299.

Synthesis of a Biomimetic Tetracyclic Precursor of Aspochalasins and Formal Synthesis of Trichoderone A
Gayraud, O; Laroche, B; Casaretto, N; Nay, B
Org. Lett. 2021, 23, 5755–5760.

A Palladium-Catalyzed Oxa-(4+4)-Cycloaddition Strategy Towards Oxazocine Scaffolds
Scuiller, A.; Liu, X.; Cordier, M.; Garrec, J.; Archambeau, A.
Synlett 2021, 32, 981-986.

Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions
Scuiller, A.; Karnat, A.; Casaretto, N.; Archambeau, A.
Org. Lett. 2021, 23, 2332-2336.

Modular Approach to Substituted Pyridoazepinones
Dorokhov, V. S.; Zard, S. Z.
Org. Lett. 2021, 23, 2164-2168.

Discovery of the RAFT/MADIX Process: Mechanistic Insights and Polymer Chemistry Implications
Zard, S. Z.
Macromolecules, 2020, 53, 8144-8159.

The Xanthate Route to Indolines, Indoles and their Aza Congeners
Zard, S. Z.
Chem. Eur. J. 2020, 26, 12689-12705.

Convergent Route to β-Amino Acids and β-Heteroarylethylamines: An Unexpected Vinylation Reaction
Chen, X.; Zard, S. Z.
Org. Lett. 2020, 22, 3628-3632.

A Direct Approach to Orthogonally Protected a-Amino Aldehydes
Lamb, R.; revil-Beaudard, V. L.; Zard, S. Z.
Org. Lett. 2019, 21, 6352-6356.

Metal-Free Addition of Boronic Acids to Silylnitronates
Kerim, M . D.; Boyode, P.; Garrec, J.; El Kaïm, L.
Synlett 2020, 31, 856-860.

Straightforward access to complex isoindolinones from the Ugi reaction of o-nitrobenzoic acid dericatives
Kurva, M.; Kerime, M. D.; Gamez-Montano, R.; El Kaïm, L.
Org. Biomol. Chem. 2019, 17, 9655-9659.

A Ugi Straightforward Access to Bis-β-lactam Derivatives
Cristina Cheibas, Marie Cordier, Yanyan Li, Laurent El Kaïm
Eur. J. Org. Chem. 2019, 4457-4463.

Alternating Radical Stabilities: A Convergent Route to Terminal and Internal Boronates
Qi Huang, Jean Michalland and Samir Z. Zard
Angew. Chem. Int. Ed. 2019, 58, 16936-16942.

Sigmatropic Rearrangement-Based Synthesis of 4-Alkenyl-1,3-dithiol-2-ones
Pavels Ostrovskis, Andrey A. Mikhaylov and Samir Z. Zard
Org. Lett. 2019, 21, 3726-3729.

One-pot Synthesis of Metastable 2,5-Dihydrooxepines Through Retro-Claisen Rearrangements: Methods and Applications
Wei Zhang, Emmanuel Baudoin, Marie Cordier, Gilles Frison and Bastien Nay
Chem. Eur. J. 2019, 25, 8643-8648.

Can the Ti(OiPr)4/nBuLi Combination of Reagents Function as a Catalyst for [2+2+2] Alkyne Cyclotrimerization Reactions ?
Gabriela Siemiaszko, Yvan Six
New Journal of Chemistry, 2018, 42, 20219-20226.

From Benzofurans to Indoles: Palladium-Catalyzed Reductive Ring-Opening and Closure via β-Phenoxide Elimination
Luca Alessandro Perego, Simon Wagschal, Raymond Grüber, Paul Fleurat-Lessard, Laurent El Kaim and Laurence Grimaud
Adv. Syn. Cat. 2018, 361, 151-159.

A Passerini/Michael pathway towards butyrolactones
Shuanglong Jia and, Laurent El-Kaïm
Eur. J. Org. Chem. 2018, 46, 6457-6464.

Palladium triggered dienes formation from nitro allylic compounds: a versatile entry into naphthalene derivatives
Laurent El-Kaïm, Mansour Dolè Kerim, Shuanglong Jia, Sébastien Prévost and Chrysoula Theodorakidou
Chem. Comm. 2018, 54, 10917-10920.

Multifaceted study on a cytochalasin scaffold: lessons on reactivity, multidentate catalysis and anticancer properties
Mehdi Zaghouani, Oscar Gayraud, Vincent Jactel, Sébastien PRévost, Ambre Dezaire, Michèle Sabbah, Alexandre Escargueil, Thanh-Lan Lai, Christophe le Clainche, Nathalie Rocques, Stéphane Romero, Alexis Gautreau, Florent Blanchard, Gilles Frison and Bastien Nay
Chem. Eur. J. 2018, 24, 16686-16691.

Radical Fragment Coupling Route to Geminal Bis(boronates)
Qi Huand and Samir Z. Zard
Org. Lett. 2018, 20, 5304-5308.

1,3-Dipolar Cycloadditions with azomethine ylide species generated from aminocyclopropanes
Andrzej Wolan, Justyna A. Kowalska-Six, Holisoa Rajerison, Michèle Césario, Marie Cordier and Yvan Six
Tetrahedron 2018, 74, 5248-5257.

Xanthate Mediated Incorporation of Quaternary Centers into Heteroarenes
Vincent Revil-Beaudard, Jean-Pierre Vors and Samir Z. Zard
Org. Lett. 2018, 20, 3531-3535.

The Xanthate Route to Ketones: When the Radical is better than the Enolate
Samir Z. Zard
Acc. Chem. Res. 2018, 51, 1722–1733.

Proparylation of Ugi Amide Dianion: An Entry into Pyrrolidinone and Benzoindolizidine Alkaloid Analogues
Alaa Zidan, Marie Cordier, Abeer M. El-Naggar, Nour E. A. Abd El-Sattar, Mohamed Ali Hassan, Ali Khalil Ali And Laurent El-Kaïm
Org. Lett. 2018, 20, 2568-2571.

Intramolecular Aryne-Furan Cycloadditions for the Synthesis of Anticancer Naphthalimides
Sébastien Prévost, Ambre Sezaire and Alexandre Escargueil
J. Org. Chem. 2018, 83, 4871-4881.

(3 + 3) Cycloaddition of Oxyallyl Cations with Nitrones: Diastereoselective Access to 1,2-Oxazinanes
Marie Cordier and Alexis Archambeau
Org. Lett. 2018, 20, 2265-2268.

Inexpensive Radical Methylation and Related Alkylation of Heteroarenes
Qi Huang and Samir Z. Zard
Org. Lett., 2018, 20, 1413-1416.

Metal-Free Deamidative Ugi Access to Isoindolinones
Samira Baaziz, Mansour Solè Kerim, Marie Cordier, Lamourl Hammal and Laurent El Kaïm
Synlett 2018, 29, 1842-1846.

4-Aminoprimidine librairies from the Ugi-Smiles reaction of thiouracils
Madjid Ait Sidhoum, Laurent El Kaïm and Laurence Grimaud
Tetrahedron 2018, 74, 5222-5231.

Propargylation of Ugi Amide Dianion: An Entry into Pyrrolidinone and Benzoindolizidine Alkaloid Analogues
Alaa Zidan, Marie Cordier, Abeer M. El-Naggar, Nour E. A. Abd El-Sattar, Mahamed Ali Hassan, Ali Khalil Ali and Laurent El Kaïm
Org. Lett. 2018, 20, 2568-2571.

TiCl4 -Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions
Sudipta Ponra, Aude Nyadanu, Sylvie Maurin, Laurent El Kaïm, Laurence Grimaud, Maxime R. Vitale
Synthesis 2018, 50, 1331-1342.

Mannich reaction of trifluoroacetaldehyde hydrazones, a useful entry to trifluoromethyl substituted heterocycles
Shuanglong Jia and Laurent El Kaïm
Org. Biomol. Chem. 2018, 16, 1457-1460.

Palladium-catalysed O -Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles
Mansour Dolé Kerim, Martin Cattoen, Nicolas Fincias, Aurélie Dos Santos, Stellios Arseniyadis and Laurent El Kaïm
Adv. Synth. Catal. 2018, 360, 449-454.