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Bioorthogonal Chemistry at Radboud University: Past, Present and Future Synlett (IF 2.0) Pub Date : 2024-03-14 Floris P. J. T. Rutjes, Kimberly M. Bonger, Kevin Neumann
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Nickel-Catalyzed Asymmetric Borylative Coupling of 1,3-Dienes with Aldehydes Synlett (IF 2.0) Pub Date : 2024-03-13
The nickel-catalyzed borylative coupling of aldehydes and 1,3-dienes with diboron reagents offers an efficient method for synthesizing valuable homoallylic alcohols from easily accessible starting materials. However, achieving enantioselectivity in this reaction has been a significant challenge. We discuss our recent report on the first example of a nickel-catalyzed enantioselective borylative coupling
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Photoinduced Direct Carbamoylation of Ethers with Isocyanates towards the Synthesis of α-Amide-Substituted Ether Derivatives Synlett (IF 2.0) Pub Date : 2024-03-11
Photoinduced carbamoylation of ethers using isocyanates as amide sources was accomplished under mild and environmentally friendly reaction conditions. A series of isocyanates were tolerated in this protocol to construct α-amide-substituted ether derivatives with desired yields. The method featured broad substrate scope and good functional group tolerance, which could play an important role in the construction
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Synthesis of Racemosin B and Its Analogues by a Photochemical Cyclization Synlett (IF 2.0) Pub Date : 2024-03-06 Irfan Wazir, Rajagopal Nagarajan
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Catalytic Chain Transfer in Crosslinking Photopolymerizations Synlett (IF 2.0) Pub Date : 2024-03-05
Presented here is a detailed account of the development and implementation of macrocyclic cobaloxime complexes as sulfur-free, catalytic chain transfer agents (CTAs) in crosslinking photopolymerizations. Although much of this review is dedicated to understanding the fundamentals of catalytic chain transfer (CCT) in photopolymerizations, its impact on network topology and resultant mechanical properties
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Validation and Application of an Innovative Protective Group Concept: Enhancing Substrate Reactivity in Glycosylations by Disrupting Intermolecular Interactions Synlett (IF 2.0) Pub Date : 2024-03-05 Kumpei Yano, Takuya Yoshimoto, Masato Tsutsui, Yoshiyuki Manabe, Koichi Fukase
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Trideuteromethylation of Alkyl and Aryl Bromides by Nickel-Catalyzed Electrochemical Reductive Cross-Electrophile Coupling Synlett (IF 2.0) Pub Date : 2024-03-04
A new nickel-catalyzed electrochemical, reductive cross-coupling for the trideuteromethylation of alkyl and aryl bromides is reported in which CD3 arenesulfonate derivatives were used as effective and readily available CD3 sources. The CD3-labeled products were obtained with good yields. It was demonstrated that this methodology is scalable and can be efficiently used for various methylations, including
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Fragments Synthesis of A. baumannii ATCC 17961 O-Antigen Synlett (IF 2.0) Pub Date : 2024-03-04 Xinxin Li, Liangshen Duan, Deyong Liu, Jianying Qi, Liming Wang, Qingju Zhang
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The FeBr3-Catalyzed Transfer Hydrogenation of Styrene Derivatives under Mild Reaction Conditions Synlett (IF 2.0) Pub Date : 2024-03-01
The transfer hydrogenation of alkenes was realized by using a simple transition-metal compound (FeBr3) and 1,4-cyclohexadiene (1,4-CHD) as the hydrogen donor. The conversion of a number of di- and trisubstituted alkenes was investigated, and even a tetrasubstituted alkene was successfully converted. Compared with previously published work with the more expensive InBr3, the reaction times were considerably
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Sulfonium-Based Activity-Based Probes for Lysine-Selective Protein Profiling under Alkaline Conditions Synlett (IF 2.0) Pub Date : 2024-03-01 Changxing Hu, Rui Wang, Yuhao An, Chuan Wan, Feng Yin, Fei Lu, Zigang Li
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Enzymatic Synthesis of Hydroxycinnamic Acid Amides in Water Using the Promiscuous Hydrolase/Acyltransferase PestE from Pyrobaculum calidifontis VA1 Synlett (IF 2.0) Pub Date : 2024-03-01 Benjamin Baumert, Henrik Terholsen, Clemens Cziegler, Isabel Thier, Christoffel P. S. Badenhorst, Karsten Siems, Uwe T. Bornscheuer
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Organic Photoredox Carbonylation of Arenediazonium under Mild Conditions Synlett (IF 2.0) Pub Date : 2024-02-29 Robin Stuhr, Axel Jacobi von Wangelin
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Modification of an N-Methyl Group toward a New Energetic Melt-Castable Material with a Good Energy-Stability Balance Synlett (IF 2.0) Pub Date : 2024-02-28 Fang Chen, Siwei Song, Qinghua Zhang, Yi Wang
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Manganese(I)-Catalyzed C–H Allylation of Tryptophans and Their Oligopeptides On Water Synlett (IF 2.0) Pub Date : 2024-02-27 Julia Struwe, Tsuyoshi Oyama, Fabrice Gallou, Lutz Ackermann
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Brønsted Acid Catalyzed Stereospecific Dearomative Spirocyclization of Benzothiophenyl Analogues of Tertiary cis-β-Benzylstyrenes Synlett (IF 2.0) Pub Date : 2024-02-26 Anargul Tohti, Victoria Lerda, Benjamin J. Stokes
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Facile In Situ Difluoromethylation of Phenols and Thiols Using Ethyl Bromodifluoroacetate and K2CO3 Synlett (IF 2.0) Pub Date : 2024-02-26 Bharat D. Dond, Vijay P. Chavan, Shivaji N. Thore
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Ultrasound-Mediated Green Synthesis of Imidazo[1,2-a]pyridines and Imidazo[2,1-b]thiazoles through C(sp3)–H Functionalization Synlett (IF 2.0) Pub Date : 2024-02-26 Swati Chauhan, Pratibha Verma, Vandana Srivastava
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Current Strategies on the Enantioselective Synthesis of Modified Nucleosides Synlett (IF 2.0) Pub Date : 2024-02-23
The isolation of two carbocyclic nucleosides, viz., neplanocin A and aristeromycin, from natural sources, triggered a revolution in the scientific community, leading to the development of more versatile and therapeutically useful compounds. For this purpose, many new methods for the synthesis of the carbocyclic framework of nucleosides have been developed. These efforts resulted in the successful development
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Synthesis and Antibacterial Studies of Phenethylamine Alkaloid Natural Products Along with Their Analogues: Discolin A, B, E and Bacillimidazole B Synlett (IF 2.0) Pub Date : 2024-02-23 Rashmi Ranjan Khatua, Sarwat Asma Ziya Ahmad, Susmita Das, Roy Anindya, Faiz Ahmed Khan
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Spectroscopic Investigation of the Remote C–H Allylation of Amides via Photoredox and Nickel Dual Catalysis Synlett (IF 2.0) Pub Date : 2024-02-23 Céline Bourgois, Simon De Kreijger, Bin Xu, Uttam K. Tambar, Ludovic Troian-Gautier
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Accessing Reactive Metal Hydrides through Designed Heterometallic Bridges Synlett (IF 2.0) Pub Date : 2024-02-22 Fernando Gonzalez, Edgardo De Leon, Manar M. Shoshani
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An Efficient Access to Heteroaryl/Aryl-Annulated Pyridine Derivatives and a Study of Their Mosquito Larvicidal Activity Against Dengue Vector Synlett (IF 2.0) Pub Date : 2024-02-22 Pamela Pal, Sayanti Show, Sukanya Das, Sayantika Bhakta, Swarupa Mondal, Priya Roy, Tapas Ghosh, Raj K. Nandi
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Regiocontrolled Halogen Dance and In Situ Transmetalation of Pyrroles Directed by the α-Substituent Synlett (IF 2.0) Pub Date : 2024-02-22
Multiply substituted pyrroles are found in medicines, natural products, and functional materials. A general method for introducing functionality on the pyrrole ring is thus required. Herein, a regiocontrolled halogen dance reaction and an in situ transmetalation of α-functionalized bromopyrroles are reported. Selective generation of the isomeric pyrrolylmetal species was achieved by using an ethyl
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Synthesis of Heterocycles by a C–C Cross-Coupling/Alkyne-Carbonyl-Metathesis Strategy Synlett (IF 2.0) Pub Date : 2024-02-22 Peter Langer
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New Heterocyclic Organosulfur Compounds Derived from Dithioacetals Synlett (IF 2.0) Pub Date : 2024-02-20 Dawid T. Leja, Wojciech J. Depa, Piotr A. Guńka, Janusz Zachara, Jaromir B. Lechowicz, Grazyna Groszek
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Development of an Efficient Synthetic Process for Irisquinone Synlett (IF 2.0) Pub Date : 2024-02-16 Kun Zheng, Qifeng Zhang, Yuheng Ma, Guodong Liang, Yan Zhao, Lu Ga
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Palladium-Catalyzed α-Arylation of Meyers’s Chiral Bicyclic Lactams and a Deprotonative Ring-Opening Sideline Synlett (IF 2.0) Pub Date : 2024-02-16 Hsin-Lun Chiang, Wei-Ting Zhao, Yi-An Chen, Yi-Ching Lin, Pei-Lin Chen, Yen-Ku Wu
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Small-Molecule Activation by Low-Coordinated Germanium Compounds Synlett (IF 2.0) Pub Date : 2024-02-16 Takahiro Sasamori
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Harnessing the Power of C–H Functionalization Chemistry to Accelerate Drug Discovery Synlett (IF 2.0) Pub Date : 2024-02-16 Bing Li, Sriram Tyagarajan, Kevin D. Dykstra, Tim Cernak, Petr Vachal, Shane W. Krska
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Chemical Synthesis and Antitumor Evaluation of Chikusetsusaponin IVa Butyl Ester and Its Analogues Synlett (IF 2.0) Pub Date : 2024-02-15 Jibin Zheng, Yanxiao Wang, Yiyue Zhang, Jingjing Rong, Dongjuan He, Xiaotong Wang, Liangliang Zhang, Jianguang Xu, Peng Cao, You Yang
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Photocatalytic Carbamoyl Radical Transfer to Alkenyl Azaarenes Synlett (IF 2.0) Pub Date : 2024-02-15 Zi-xuan Yu, Shi-Wei Ma, Guang-xun Li, Long-jun Ma
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N-Heterocyclic Carbene Catalysis for Facile Access to Pentasubstituted 4H-Pyran Derivatives Synlett (IF 2.0) Pub Date : 2024-02-15 Xiaolin Peng, Yulin Wang, Yixian Huang, Sheng Zhang, Zhichao Jin, Shi-Chao Ren
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Regioselective Aldehyde Decarbonylation through Palladium-Catalyzed Nitrile Boronic Acid Cross-Coupling Synlett (IF 2.0) Pub Date : 2024-02-14 Zachary E. Paikin, John M. Talbott, Monika Raj
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Synthesis and α-Functionalisation of Cyclic Imines Synlett (IF 2.0) Pub Date : 2024-02-13
α-Functionalisation of cyclic imines is explored. The cyclic imine substrates are synthesised from their respective halonitrile precursors using a nucleophilic addition/cyclisation sequence. Selective monohalogenation of the cyclic imines yields α-haloimines, which serve as a platform to obtain various α-hydroxyimine derivatives. In addition, an unusual tautomerisation and oxidation sequence is observed
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Applications of Quantum Chemistry in Biomimetic Syntheses of Polycyclic Furanocembrane Derivatives Synlett (IF 2.0) Pub Date : 2024-02-12
This account summarizes the guidance provided by quantum chemical calculations towards the biomimetic syntheses of polycyclic marine furanocembrane derivatives. Polycyclic furanocembrane derivatives are a group of structurally complex and biologically important marine natural products isolated from marine corals. Their syntheses are challenging due to their structural complexity. Biomimetic synthetic
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Palladium-Catalyzed Carbothiolation by Using Thioesters with Formation of a Quaternary Carbon Synlett (IF 2.0) Pub Date : 2024-02-09 Yoshifumi Okura, Ryunosuke Ito, Hyu Kumazawa, Masahisa Nakada
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Aromatic Amine Catalysts for the O2-Mediated Cross-Dehydrogenative Phenothiazination Reaction? Synlett (IF 2.0) Pub Date : 2024-02-09 Shiny Nandi, Alina Paffen, Frederic W. Patureau
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Polydiacetylene Micelles in Nanomedicine and Beyond Synlett (IF 2.0) Pub Date : 2024-02-09 Edmond Gravel, Céline Demeese, Eric Doris
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A Redox Tale of Two Phosphine Oxides (and a Terthiophene) Synlett (IF 2.0) Pub Date : 2024-02-07 Daniel Käch, Máté J. Bezdek
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Multicomponent Reaction-Based Heteroannulations: A Direct Access to Fused Tetrazolo Piperazinones and 1,4-Diazepanones Synlett (IF 2.0) Pub Date : 2024-02-07
By exploiting the chemistry of bifunctional isocyanides, straightforward, rapid, and scalable Ugi-tetrazole-based multicomponent reaction heteroannulations were developed. Our synthetic approach provides a series of diverse fused tetrazolo piperazinones and 1,4-diazepanones in just one step.
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Synthesis of a New Heterocyclic System: Pyrimidine Structural Analogues of Natural Integrastatins A, B Synlett (IF 2.0) Pub Date : 2024-02-07 Semyon Y. Chikunov, Irina A. Pustolaikina, Yuriy V. Gatilov, Ivan V. Kulakov
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Directing Hydrogen Isotope Exchange with Aryl Carboxylic Acids Synlett (IF 2.0) Pub Date : 2024-02-05
A highly effective and selective ortho-directed hydrogen isotope exchange process for aryl carboxylic acids has been achieved by using an iridium(I) N-heterocyclic carbene/phosphine complex under mild and neutral conditions. Good levels of deuterium incorporation have been delivered across a wide array of examples, including a number of biologically active drug compounds.
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Modular Synthesis of Methyl-Substituted Novel Psoralen N-Hydroxysuccinimide Esters and Evaluation of DNA Photocrosslinking Properties of the Corresponding Triplex-Forming Oligonucleotide Conjugates Synlett (IF 2.0) Pub Date : 2024-02-05
Psoralen-conjugated triplex-forming oligonucleotides (Ps-TFOs) have been used to induce DNA mutations or to suppress gene expression through the formation of crosslinked products with DNA in a sequence-specific manner. Psoralen can crosslink with DNA at its furan-ring and/or pyrone-ring side, yielding either a monoadduct or diadduct (interstrand crosslinking) product. The differences in the crosslinked
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Modular Synthesis of 4-Acylquinolines via Cycloaddition of 1,3-Enynes and Nitrosoarenes Synlett (IF 2.0) Pub Date : 2024-02-05
Herein, we disclose a FeBr2-promoted cycloaddition of readily available 1,3-enynes and nitrosoarenes, providing a promising platform for the synthesis of privileged 4-acylquinoline scaffolds. This simple, one-pot process is characterized by high atom-economy, broad substrate-scope, and excellent functional-group tolerance. A possible reaction mechanism was proposed, involving processes such as [4+2]
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Catalytically Competent Fluorinated Barnase Variants Synlett (IF 2.0) Pub Date : 2024-02-05 Alexander Langhans, Michael Krummhaar, Christian Roth, Beate Koksch
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Acidic Hydrogen-Tethered Electron-Deficient Acceptors for Phosphine-Catalyzed Annulations Synlett (IF 2.0) Pub Date : 2024-02-05 Leijie Zhou, Hongchao Guo
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Design of Imidazo[1,2-a]pyridine-Based Donor–Acceptor Chromophores through a Multicomponent Approach Synlett (IF 2.0) Pub Date : 2024-02-01
A series of donor-acceptor chromophores was synthesized bearing a 3-aminoimidazo[1,2-a]pyridine donor motive. Through DFT calculations, different combinations of the ImPy donor motive and different electron acceptors were assessed. In combination with an anthraquinone acceptor, the calculated ΔE ST values were in range to suggest that these compounds would emit via thermally activated delayed fluorescence
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Solvent-Free Synthesis of α-Cyanophosphonates from β-Nitrostyrenes by Using a Deep-Eutectic Solvent Catalyst Synlett (IF 2.0) Pub Date : 2024-01-31 Sima Shamsaddinimotlagh, Mohammad A. Ranjbari, Hossein Tavakol, Min Shi
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Rationalizing the Regioselectivity of Azolation of Benzylic C–H Bonds under Photoredox Catalysis Synlett (IF 2.0) Pub Date : 2024-01-31 Nil Sanosa, César Montiel-Cervantes, Miguel Rubio-Muñoz, Diego Sampedro, Ignacio Funes-Ardoiz
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Sultines as o-Quinodimethane Precursors in an Oxa-Diels–Alder Reaction: Synthesis of Functionalized Isochromans Synlett (IF 2.0) Pub Date : 2024-01-31 Aurapat Ngamnithiporn, Padon Chuentragool, Poramate Songthammawat, Supakarn Punnita, Kittithuch Photong, Poonsakdi Ploypradith, Somsak Ruchirawat
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Palladium-Catalyzed Cycloisomerization of Carbamimidothioates Synlett (IF 2.0) Pub Date : 2024-01-30 Hyu Kumazawa, Kota Mizoguchi, Yoshifumi Okura, Masahisa Nakada
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Aromatic Residue Positioning Influences Helical Peptoid Structure in Aqueous Solution Synlett (IF 2.0) Pub Date : 2024-01-30 Jwwad M. Javed, Katherine Scukas, Michelle T. Nguyen, Amelia A. Fuller
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Discovery of a Cannabinoid CB2 Receptor Fluorescent Probe Based on a Pyridin-2-yl-benzyl-imidazolidine-2,4-dione Scaffold Synlett (IF 2.0) Pub Date : 2024-01-30 Laura V. de Paus, Antonius P.A. Janssen, Asad Halimi, Richard J. B. H. N. van den Berg, Laura H. Heitman, Mario van der Stelt
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Catalytic Aerobic Photooxidation of Phosphines using Four-coordinated Organoboron Compounds as Photocatalysts Synlett (IF 2.0) Pub Date : 2024-01-29 Yingru Tang, Lanfeng Wei, Yu Wei, Liang Xu, Huanhuan Song
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Novel Synthetic Industrial Approach for Efficient Synthesis of Baclofen through C–C Bond Formation Synlett (IF 2.0) Pub Date : 2024-01-29 Changdev Raut, Shafiya Kausar Qureshi, Nitin Kadam, Kailas Mungase, Nagaraju Marepu, Ashutosh Jagtap, Narendra Ambhaikar
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Synthesis of Triarylpyrylium Salts Using a Mild, Eco-friendly Route Synlett (IF 2.0) Pub Date : 2024-01-29 Connor Owen, Casey Spiridopoulos, Nicholas Starvaggi, Zachary Morrow, Danielle Chirdon, Isaac Mills
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Magnesiation of Alkyl Fluorides Catalyzed by Rhodium–Aluminum Bimetallic Complexes Synlett (IF 2.0) Pub Date : 2024-01-29 Ikuya Fujii, Ryota Higo, Kazuhiko Semba, Yoshiaki Nakao