Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents

Saad Touqeer, Laura Castoldi, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Chem. Commun., 2018, 54, 10112
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Straightforward chemoselective access to unsymmetrical dithioacetals through a thiosulfonate homologation-nucleophilic substitution sequence

Laura Ielo, Veronica Pillari, Natalie Gajic, Wolfgang Holzer and Vittorio Pace

Chem. Commun., 2020, 56, 12395
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Broadening of horizons in the synthesis of CD3-labeled molecules

Qiao Sun and Jean-François Soulé

Chem. Soc. Rev., 2021, 50, 10806
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Chemoselective homologative preparation of trisubstituted alkenyl halides from carbonyls and carbenoids

Margherita Miele, Davide Castiglione, Wolfgang Holzer, Laura Castoldi and Vittorio Pace

Chem. Commun., 2025, 61, 1180
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Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-opening en route to halohydrins

Laura Ielo, Margherita Miele, Veronica Pillari, Raffaele Senatore, Salvatore Mirabile, Rosaria Gitto, Wolfgang Holzer, Andrés R. Alcántara and Vittorio Pace

Org. Biomol. Chem., 2021, 19, 2038
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Single-atom molecular editing: transformative advances in carbocyclic and heterocyclic frameworks

Parvin Moghimi, Hossein Sabet-Sarvestani, Vahid Moghimi, Nazanin Norozi-Shad and Michal Szostak

Org. Biomol. Chem., 2025, 23, 3982
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Highly chemoselective homologative assembly of the α-substituted methylsulfinamide motif from N-sulfinylamines

Monika Malik, Raffaele Senatore, Davide Castiglione, Alexander Roller-Prado and Vittorio Pace

Chem. Commun., 2023, 59, 11065
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Base-mediated homologative rearrangement of nitrogen–oxygen bonds of N-methyl-N-oxyamides

Monika Malik, Raffaele Senatore, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Chem. Sci., 2023, 14, 10140
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Chemoselective reduction of isothiocyanates to thioformamides mediated by the Schwartz reagent

Karen de la Vega-Hernández, Raffaele Senatore, Margherita Miele, Ernst Urban, Wolfgang Holzer and Vittorio Pace

Org. Biomol. Chem., 2019, 17, 1970
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Highly chemoselective difluoromethylative homologation of iso(thio)cyanates: expeditious access to unprecedented α,α-difluoro(thio)amides

Margherita Miele, Rosarita D’Orsi, Vellaisamy Sridharan, Wolfgang Holzer and Vittorio Pace

Chem. Commun., 2019, 55, 12960
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Synthesis, computational investigation and biological evaluation of α,α-difluoromethyl ketones embodying pyrazole and isoxazole nuclei as COX inhibitors

Andrea Citarella, Laura Ielo, Claudio Stagno, Mariateresa Cristani, Claudia Muscarà, Vittorio Pace and Nicola Micale

Org. Biomol. Chem., 2022, 20, 8293
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Straightforward chemo- and stereoselective fluorocyclopropanation of allylic alcohols: exploiting the electrophilic nature of the not so elusive fluoroiodomethyllithium

Marco Colella, Arianna Tota, Angela Großjohann, Claudia Carlucci, Andrea Aramini, Nadeem S. Sheikh, Leonardo Degennaro and Renzo Luisi

Chem. Commun., 2019, 55, 8430
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Direct and straightforward transfer of C1 functionalized synthons to phosphorous electrophiles for accessing gem-P-containing methanes

Saad Touqeer, Laura Ielo, Margherita Miele, Ernst Urban, Wolfgang Holzer and Vittorio Pace

Org. Biomol. Chem., 2021, 19, 2425
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Geminal homologative fluorination of carbonyl derivatives en route to 1-fluoro-2-haloethyl skeletons

Margherita Miele, Davide Castiglione, Alexander Prado-Roller, Laura Castoldi and Vittorio Pace

Chem. Commun., 2025, 61, 10792
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The synthetic versatility of fluoroiodomethane: recent applications as monofluoromethylation platform

Marco Colella, Pantaleo Musci, Michael Andresini, Mauro Spennacchio, Leonardo Degennaro and Renzo Luisi

Org. Biomol. Chem., 2022, 20, 4669
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Straightforward synthesis of bench-stable heteroatom-centered difluoromethylated entities via controlled nucleophilic transfer from activated TMSCHF2

Margherita Miele, Laura Castoldi, Xenia Simeone, Wolfgang Holzer and Vittorio Pace

Chem. Commun., 2022, 58, 5761
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Enantioselective formal synthesis of the marine macrolide (−)-callyspongiolide

Aina Urbina, Núria Llor, Maria Vittoria Barbieri, Joan Bosch and Mercedes Amat

Chem. Commun., 2020, 56, 5536
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Unlocking geminal fluorohaloalkanes in nucleophilic fluoroalkylation chemistry: generation and trapping of lithiumfluorocarbenoids enabled by flow microreactors

Mauro Spennacchio, Marco Colella, Michael Andresini, Roberta Savina Dibenedetto, Elena Graziano, Andrea Aramini, Leonardo Degennaro and Renzo Luisi

Chem. Commun., 2023, 59, 1373
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Elucidation of the kinetic stabilities of carbenoid species by integration of theoretical and experimental studies

Kazuhiro Okamoto, Kensuke Muta, Hidetaka Yamada, Ryosuke Higuma, Yosuke Ashikari and Aiichiro Nagaki

React. Chem. Eng., 2024, 9, 1173
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Sequential Ester Homologation–Nucleophile‐Guided Functionalization: A Chemoselective Access to Thioesters, Amides, and Acids

Davide Castiglione, Alberto Nardi, Margherita Miele, Laura Castoldi and Vittorio Pace

Chemistry Methods, 2025
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Programmable Amine Synthesis via Iterative Boron Homologation

Qiqiang Xie, Rui Zhang and Guangbin Dong

Angewandte Chemie, 2023, 135
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Carbenoids with Sulfinate as Nucleofuge for Matteson‐Type Homologation: Direct Insertion of Oxygen‐ and Nitrogen‐Substituted Units into Carbon‐Boron Bonds

Qianyi Liu and Guangbin Dong

Angew Chem Int Ed, 2024, 63
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α-Lithiobenzyloxy as a Directed Metalation Group inortho-Lithiation Reactions

Carlos Sedano, Rocío Velasco, Claudia Feberero, Samuel Suárez-Pantiga and Roberto Sanz

Org. Lett., 2020, 22, 6365
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Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers

Carlos Sedano, Rocío Velasco, Samuel Suárez-Pantiga and Roberto Sanz

Org. Lett., 2020, 22, 8070
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A practical guide for using lithium halocarbenoids in homologation reactions

Serena Monticelli, Marta Rui, Laura Castoldi, Giada Missere and Vittorio Pace

Monatsh Chem, 2018, 149, 1285
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Modular and Chemoselective Strategy for the Direct Access to α-Fluoroepoxides and Aziridines via the Addition of Fluoroiodomethyllithium to Carbonyl-Like Compounds

Serena Monticelli, Marco Colella, Veronica Pillari, Arianna Tota, Thierry Langer, Wolfgang Holzer, Leonardo Degennaro, Renzo Luisi and Vittorio Pace

Org. Lett., 2019, 21, 584
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Stereospecific alkenylidene homologation of organoboronates by SNV reaction

Miao Chen, Christian D. Knox, Mithun C. Madhusudhanan, Thomas H. Tugwell, Coco Liu, Peng Liu and Guangbin Dong

Nature, 2024, 631, 328
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Sustainable Asymmetric Organolithium Chemistry: Enantio‐ and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb “Amine”

Serena Monticelli, Wolfgang Holzer, Thierry Langer, Alexander Roller, Berit Olofsson and Vittorio Pace

ChemSusChem, 2019, 12, 1147
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Bis(3-(((4-methoxybenzyl)oxy)methyl)-5,6-dihydro-1,4-dithiin-2-yl)methanol

Anna Esposito and Annalisa Guaragna

Molbank, 2024, 2024, M1867
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Straightforward and direct access to β-seleno- amines and sulfonylamides via the controlled addition of phenylselenomethyllithium (LiCH2SePh) to imines

Raffaele Senatore, Monika Malik, Saad Touqeer, Roberta Listro, Simona Collina, Wolfgang Holzer and Vittorio Pace

Tetrahedron, 2020, 76, 131220
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Cyclopentyl Methyl Ether: An Elective Ecofriendly Ethereal Solvent in Classical and Modern Organic Chemistry

Ugo Azzena, Massimo Carraro, Luisa Pisano, Serena Monticelli, Roberta Bartolotta and Vittorio Pace

ChemSusChem, 2019, 12, 40
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Synthesis of stable α-fluoromethyl putative carbanions via a chemoselective reduction-monofluoromethylation sequence of diselenides under sustainable conditions

Raffaele Senatore, Monika Malik, Ernst Urban, Wolfgang Holzer and Vittorio Pace

Tetrahedron, 2021, 85, 131921
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Recent advances in the synthesis and reactivity of spiro-epoxyoxindoles

Serena Monticelli, Laura Castoldi, Saad Touqeer, Margherita Miele, Ernst Urban and Vittorio Pace

Chem Heterocycl Comp, 2018, 54, 389
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Modular and Chemoselective Strategy for Accessing (Distinct) α,α‐Dihaloketones from Weinreb Amides and Dihalomethyllithiums

Saad Touqeer, Raffaele Senatore, Monika Malik, Ernst Urban and Vittorio Pace

Adv Synth Catal, 2020, 362, 5056
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Halogen‐Imparted Reactivity in Lithium Carbenoid Mediated Homologations of Imine Surrogates: Direct Assembly of bis‐Trifluoromethyl‐β‐Diketiminates and the Dual Role of LiCH2I

Laura Ielo, Laura Castoldi, Saad Touqeer, Jessica Lombino, Alexander Roller, Cristina Prandi, Wolfgang Holzer and Vittorio Pace

Angewandte Chemie, 2020, 132, 21038
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Flow Technology for the Genesis and Use of (Highly) Reactive Organometallic Reagents

Marco Colella, Aichiiro Nagaki and Renzo Luisi

Chemistry A European J, 2020, 26, 19
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Telescoped, Divergent, Chemoselective C1 and C1‐C1 Homologation of Imine Surrogates: Access to Quaternary Chloro‐ and Halomethyl‐Trifluoromethyl Aziridines

Laura Ielo, Saad Touqeer, Alexander Roller, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Angew Chem Int Ed, 2019, 58, 2479
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Size‐Programmable Matteson‐Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones

Woohyun Jo, Juliane K. Scholz, Hairong Lyu, Seung Hwan Cho and Guangbin Dong

Angew Chem Int Ed, 2025, 64
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Synthesis of alkenyl boronates through stereoselective vinylene homologation of organoboronates

Miao Chen, Thomas H. Tugwell, Peng Liu and Guangbin Dong

Nat. Synth, 2024, 3, 337
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Atom-by-Atom Iterative Synthetic Logic: Laying the Foundation for Programmable Automated Construction of Small Organic Molecules

Miao Chen and Guangbin Dong

ACS Cent. Sci., 2025, 11, 843
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Rongalite as a Methylene Surrogate: Synthesis of Heterodiarylmethanes via C(sp2)-H Functionalization

Sanjeeva Thunga, Madhu Inapanuri, Neetika Singh and Hari Prasad Kokatla

J. Org. Chem., 2024, 89, 18313
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Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF2-Carbene Equivalent

Margherita Miele, Andrea Citarella, Nicola Micale, Wolfgang Holzer and Vittorio Pace

Org. Lett., 2019, 21, 8261
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Carbenoids with Sulfinate as Nucleofuge for Matteson‐Type Homologation: Direct Insertion of Oxygen‐ and Nitrogen‐Substituted Units into Carbon‐Boron Bonds

Qianyi Liu and Guangbin Dong

Angewandte Chemie, 2024, 136
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29th Annual GP2A Medicinal Chemistry Conference

Jean-Jacques Helesbeux, Laura Carro, Florence O. McCarthy, Vânia M. Moreira, Francesca Giuntini, Niamh O’Boyle, Susan E. Matthews, Gülşah Bayraktar, Samuel Bertrand, Christophe Rochais and Pascal Marchand

Pharmaceuticals, 2021, 14, 1278
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Selective noncovalent proteasome inhibiting activity of trifluoromethyl‐containinggem‐quaternary aziridines

Laura Ielo, Vincenzo Patamia, Andrea Citarella, Tanja Schirmeister, Claudio Stagno, Antonio Rescifina, Nicola Micale and Vittorio Pace

Archiv der Pharmazie, 2023, 356
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Direct and Chemoselective Electrophilic Monofluoromethylation of Heteroatoms (O-, S-, N-, P-, Se-) with Fluoroiodomethane

Raffaele Senatore, Monika Malik, Markus Spreitzer, Wolfgang Holzer and Vittorio Pace

Org. Lett., 2020, 22, 1345
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Single–carbon atom transfer to α,β-unsaturated amides from N-heterocyclic carbenes

Miharu Kamitani, Bunta Nakayasu, Hayato Fujimoto, Kosuke Yasui, Takuya Kodama and Mamoru Tobisu

Science, 2023, 379, 484
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Consecutive and Selective Double Methylene Insertion of Lithium Carbenoids to Isothiocyanates: A Direct Assembly of Four‐Membered Sulfur‐Containing Cycles

Raffaele Senatore, Monika Malik, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Angewandte Chemie, 2021, 133, 25058
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Programmable Amine Synthesis via Iterative Boron Homologation

Qiqiang Xie, Rui Zhang and Guangbin Dong

Angew Chem Int Ed, 2023, 62
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Chemoselective Synthesis of α‐Chloro and α,α‐Dichloro Acetamidines via the Carbenoids Addition to Inherently Low Electrophilic Carbodiimides

Davide Castiglione, Margherita Miele, Alberto Nardi, Laura Castoldi and Vittorio Pace

Adv Synth Catal, 2025
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A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α‐Halocarboxylic Acids

Serena Monticelli, Ernst Urban, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Adv Synth Catal, 2019, 361, 1001
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Pseudo-Dipeptide Bearing α,α-Difluoromethyl Ketone Moiety as Electrophilic Warhead with Activity against Coronaviruses

Andrea Citarella, Davide Gentile, Antonio Rescifina, Anna Piperno, Barbara Mognetti, Giorgio Gribaudo, Maria Teresa Sciortino, Wolfgang Holzer, Vittorio Pace and Nicola Micale

IJMS, 2021, 22, 1398
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Novel alpha6 preferring GABA-A receptor ligands based on loreclezole

Xenia Simeone, Margot Ernst, Thomas Seidel, Joerg Heider, Doris Enz, Serena Monticelli, Florian Daniel Vogel, Filip Koniuszewski, Thierry Langer, Petra Scholze, Vittorio Pace and Margherita Miele

European Journal of Medicinal Chemistry, 2022, 244, 114780
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Size‐Programmable Matteson‐Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones

Woohyun Jo, Juliane K. Scholz, Hairong Lyu, Seung Hwan Cho and Guangbin Dong

Angewandte Chemie, 2025, 137
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An Overview of One and Two Carbon Homologation and Homologation- Functional Group Interconversion Reactions in Organic Synthesis

Sharol Sebastian and Manoj Kumar Gupta

MROC, 2023, 20, 750
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The synthetic versatility of the Tiffeneau–Demjanov chemistry in homologation tactics

Stefan M. Kohlbacher, Vivien-Sandra Ionasz, Laura Ielo and Vittorio Pace

Monatsh Chem, 2019, 150, 2011
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Telescoped, Divergent, Chemoselective C1 and C1‐C1 Homologation of Imine Surrogates: Access to Quaternary Chloro‐ and Halomethyl‐Trifluoromethyl Aziridines

Laura Ielo, Saad Touqeer, Alexander Roller, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Angewandte Chemie, 2019, 131, 2501
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External Flash Generation of Carbenoids Enables Monodeuteration of Dihalomethanes

Kazuhiro Okamoto, Ryosuke Higuma, Kensuke Muta, Keita Fukumoto, Yuta Tsuchihashi, Yosuke Ashikari and Aiichiro Nagaki

Chemistry A European J, 2023, 29
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Flow Chemistry of Metal Carbenoid Species towards Selective Organic Synthesis

Kazuhiro Okamoto and Aiichiro Nagaki

Synthesis, 2024, 56, 2899
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A Combination of Pharmacophore and Docking‐based Virtual Screening to Discover new Tyrosinase Inhibitors

Serena Vittorio, Thomas Seidel, Maria Paola Germanò, Rosaria Gitto, Laura Ielo, Arthur Garon, Antonio Rapisarda, Vittorio Pace, Thierry Langer and Laura De Luca

Molecular Informatics, 2020, 39
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Enantioconvergent carbenoid insertion into carbon–boron bonds

Qiqiang Xie, Thomas H. Tugwell, Mithun C. Madhusudhanan, Jiahao Li, Peng Liu and Guangbin Dong

Nat. Synth, 2025
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Fluoroiodomethane: A CH2F‐Moiety‐Delivering Agent Suitable for Nucleophilic‐, Electrophilic‐, and Radical‐Harnessed Operations

Raffaele Senatore, Monika Malik and Vittorio Pace

Adv Synth Catal, 2022, 364, 2890
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One‐Pot Synthesis of Dithioacetals and Diselenoacetals: An Indium‐Catalyzed Reductive Insertion into Disulfides and Diselenides with Orthoesters as a Methylene Source

Norio Sakai, Shunpei Adachi, Sho Ogawa, Kenshiro Takahashi and Yohei Ogiwara

Asian J Org Chem, 2020, 9, 600
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Programmable Ether Synthesis Enabled by Oxa-Matteson Reaction

Qiqiang Xie and Guangbin Dong

J. Am. Chem. Soc., 2022, 144, 8498
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Consecutive and Selective Double Methylene Insertion of Lithium Carbenoids to Isothiocyanates: A Direct Assembly of Four‐Membered Sulfur‐Containing Cycles

Raffaele Senatore, Monika Malik, Thierry Langer, Wolfgang Holzer and Vittorio Pace

Angew Chem Int Ed, 2021, 60, 24854
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Chemoselective Homologation–Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (n+1)-Halomethyl-Alkanes

Margherita Miele, Andrea Citarella, Thierry Langer, Ernst Urban, Martin Zehl, Wolfgang Holzer, Laura Ielo and Vittorio Pace

Org. Lett., 2020, 22, 7629
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Halogen‐Imparted Reactivity in Lithium Carbenoid Mediated Homologations of Imine Surrogates: Direct Assembly of bis‐Trifluoromethyl‐β‐Diketiminates and the Dual Role of LiCH2I

Laura Ielo, Laura Castoldi, Saad Touqeer, Jessica Lombino, Alexander Roller, Cristina Prandi, Wolfgang Holzer and Vittorio Pace

Angew Chem Int Ed, 2020, 59, 20852
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