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NHC-Mediated Photochemical/Electrochemical Synthesis of Carbonyl Compounds Synthesis (IF 2.6) Pub Date : 2024-04-23 Hao-Ran Yu, Ying-Ming Pan, Fei-Hu Cui, Hai-Tao Tang
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Photoredox-Enabled Synthesis of α-Alkylated Alkenylammonium Salts Synthesis (IF 2.6) Pub Date : 2024-04-23 Rina Tonedachi, Aoi Yoshita, Yota Sakakibara, Kei Murakami
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Stereoselective Synthesis of Acylethenyl Tetrahydropyridino- and Deazepanopyrrolo[1,2-c]imidazolidines via Annulation of Cyclic Imines with Acylethynylpyrroles Synthesis (IF 2.6) Pub Date : 2024-04-23 Ludmila A. Oparina, Kseniya V. Belyaeva, Nikita A. Kolyvanov, Igor A. Ushakov, Elena F. Sagitova, Boris A. Trofimov
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Stepwise Carbene Transfer Reaction with Alkenes beyond Cyclopropanation Synthesis (IF 2.6) Pub Date : 2024-04-17 Minghan Yao, Shanliang Dong, Abdulla Yusuf, Xinfang Xu
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Dual-Catalysis-Enabled Construction of Vicinal Stereogenic Centers through Diastereo- and Enantioselective Allylic Substitution Synthesis (IF 2.6) Pub Date : 2024-04-15 Kai Yang, Lu Chen, Bo Su
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Transition-Metal- and Photocatalyst-Free Photoinduced Formation of Carbon–Pnictogen (–N, –P) Bonds Synthesis (IF 2.6) Pub Date : 2024-04-15 Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal
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Denitrative Sulfonylation of Nitroarenes with Sodium Sulfinates Synthesis (IF 2.6) Pub Date : 2024-04-15 Jonathan Da Luz, Michaela Čierna, Bradley D. Cooper, Thomas D. Harris, Ethan R. X. Lim, Jonathan R. Carney, Michael J. James
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Synthesis of 4,5-Disubstituted Methyl 1H-Pyrrole-2-carboxylates from 3-Chloroacrylaldehydes and Hippuric Acid Synthesis (IF 2.6) Pub Date : 2024-04-10 Anna L. Samsonenko, Anastasia S. Kostyuchenko, Tatyana Yu. Zheleznova, Vladislav Yu. Shuvalov, Evgenii B. Uliankin, Anton L. Shatsauskas, Alexander S. Fisyuk
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A Novel Methodology for the Asymmetric Synthesis of 2,3,5-Trisubstituted Piperazine Derivatives Synthesis (IF 2.6) Pub Date : 2024-04-10 Nurzhan Beksultanova, Özge Özdemir, Sıdıka Polat Çakır, Muhittin Aygün, Özdemir Doğan
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Photoactive Ni-Complexes in Metallaphotoredox Catalysis: A Successful Match in C–C Cross-Coupling Reactions Synthesis (IF 2.6) Pub Date : 2024-04-08 Luzhen Dang, Chuan Zhu, Chao Feng
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Iodosulfonylation of [1.1.1]Propellane Synthesis (IF 2.6) Pub Date : 2024-04-08 Mengke Chen, Min Ling, Zhiwei Huang, Dongping Cheng, Jing-Hua Li
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Diastereoselective Synthesis of NH-Unprotected Spiropyrrolidines via the Huisgen Reaction of Acenaphthoquinone-Derived Azomethine Ylides with β-Nitrostyrenes Synthesis (IF 2.6) Pub Date : 2024-04-04 Issa Yavari, Kiyana Ghafouri
4′-Nitro-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-2-one derivatives are prepared via [3+2] cycloaddition reactions of azomethine ylides, generated in situ from acenaphthoquinone and primary amines, with β-nitrostyrenes in the presence of ( i Pr)2NEt in methanol. Evidence for the structures of the products was obtained from single-crystal X-ray analysis. The important feature of this diastereoselective
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Asymmetric Hydrogenative Coupling of Indoles with Unsaturated Ketones Enabled by Copper/Ruthenium Relay Catalysis Synthesis (IF 2.6) Pub Date : 2024-04-03 Jian Zhang, Chen Guo, Weijun Tang, Dong Xue, Huaming Sun, Jianliang Xiao, Chao Wang
A relay catalytic system is developed for the asymmetric hydrogenative coupling of indoles with α,β-unsaturated ketones, affording enantioenriched chiral γ-indole alcohols with broad substrate scope and excellent enantioselectivities (32 examples, up to >99% ee). Mechanistic studies suggest that the relay catalytic system consists of copper-catalyzed alkylation and ruthenium-catalyzed asymmetric hydrogenation
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Synthesis of Heteroaromatic-Fused Cyclic β-Amino Acids by Rhodium-Catalyzed Electrophilic Amination Synthesis (IF 2.6) Pub Date : 2024-04-03 Ramasamy Manoharan, Yasuko Asada, Hidetoshi Noda, Masakatsu Shibasaki
A series of cyclic β-amino acids fused with heteroaromatic moieties was prepared by Rh-catalyzed electrophilic amination. The transformation involves a rhodium alkyl nitrene generated from substituted isoxazolidin-5-ones upon the N–O bond cleavage. These products contain an underexplored class of cyclic structures that may have specific applications in various chemistry disciplines.
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A Photochemical Strategy for the Synthesis of Caprolactams via Dearomative Ring Expansion of Nitroarenes Synthesis (IF 2.6) Pub Date : 2024-04-02 Raquel Sánchez-Bento, Linda Bui, Vincent K. Duong, Alessandro Ruffoni, Daniele Leonori
This paper outlines a novel strategy for the preparation of seven-membered-ring lactams from simple nitroarenes. The approach is based on a photochemical dearomative ring expansion starting with the conversion of the nitro group into a singlet nitrene. This process is mediated by blue light, occurs at room temperature and overall enables the insertion of the nitro N-atom into the benzenoid framework
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N-Triflyl Phosphoric Triamide (N-TPT) as an Efficient Activator for ‘On-Water’ Accelerated Aquacatalytic Polar Substrate Allylation Synthesis (IF 2.6) Pub Date : 2024-04-02 Hyun Jin Kim, Myoung Hyeon Shin, Woo Hee Kim, Jin Hyun Park, Gang Min Lee, Han Yong Bae
The development of sustainable, functional-group-tolerant catalysis is highly significant from the perspectives of safety, user-friendliness, and cost-effectiveness. We report herein the triple hydrogen-bonding donor activator N-triflyl phosphoric triamide ( N-TPT) for the synergistic Brønsted acid aquacatalysis of multicomponent allylation ‘on-water’. The reaction demonstrated remarkable efficiency
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Synthesis of N-Trifluoromethyl Thiocarbamates and Ureas from 3-Aminopyridine-Derived Carbamates Synthesis (IF 2.6) Pub Date : 2024-04-02 Xingjin He, Linbei Deng, Ying You, Yongxing Lai, Jianbo Liu
The synthesis of N-trifluoromethyl thiocarbamates and ureas from 3-pyridyl isothiocyanates via the nucleophilic substitution reaction of perfluorophenyl pyridin-3-yl(trifluoromethyl)carbamate is described. Recently, Schoenebeck’s group reported a straightforward method to access N-trifluoromethyl analogues of amides and related carbonyl compounds. However, N-trifluoromethyl thiocarbamates and ureas
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Photoredox-Catalyzed Oxidative C–H Alkylation of Glycine Derivatives with 4-Alkyl-1,4-dihydropyridines Synthesis (IF 2.6) Pub Date : 2024-04-02
Oxidative α-C(sp3)–H alkylation of N-arylated glycine derivatives with 4-alkyldihydropyridine derivatives (alkyl-DHPs) as versatile alkyl radical precursors has been developed. Utilizing visible-light-driven photoredox catalysis and ammonium persulfate as an oxidizing agent, this methodology facilitates the site-selective alkylation of glycine derivatives, enabling the site-selective alkylation of
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Base-Mediated Synthesis of 2-Bromobenzoheterocycles Synthesis (IF 2.6) Pub Date : 2024-04-02
A base-mediated cyclization to synthesize 2-bromobenzoheterocycles is reported. This transformation was demonstrated with 16 examples to access a broad range of brominated benzoheterocycles. Mechanistic studies support the reaction proceeds through a bromoalkyne, and revealed an exchangeable proton at C3 of the indole products.
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Synthesis and Biological Activity of Penaresidins A and B, Penazetidine A, and Related Analogues Synthesis (IF 2.6) Pub Date : 2024-03-28
Since the first reports of their isolation, penaresidins A and B together with penazetidine A and related analogues have attracted interest from the synthetic community for their unique structural features, specifically the highly functionalized azetidine core. This review provides a comprehensive overview of the biological activity of the penaresidins, penazetidine, and their analogues together with
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Lanthanoids in Hydroarylaminations: Yb(III)- and Tb(III)-Catalyzed Addition of Arylamines to Activated Olefins Synthesis (IF 2.6) Pub Date : 2024-03-25 Rajagopal Rajesh, Olencheri Karimpanakkal Sandhya, Sunilkumar Puthenpurackal Narayanan, Rajesh Kunjanpillai
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One-Pot N-α-C(sp3)–H Bond Functionalisation Cascade for the Synthesis of Polysubstituted Imidazoles Synthesis (IF 2.6) Pub Date : 2024-03-25 Vikas D. Kadu, Naga Chandradudu Sankala, Mahesh G. Hublikar, Shahaji I. Bansode, Raghunath B. Bhosale
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Use of Aliphatic Carboxylic Acid Derivatives for NHC/Photoredox-Catalyzed meta-Selective Acylation of Electron-Rich Arenes Synthesis (IF 2.6) Pub Date : 2024-03-25 Yamato Goto, Sho Murakami, Yuto Sumida, Hirohisa Ohmiya
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Stereospecific Palladium-Catalyzed Cross-Coupling of Alkylboron Compounds: A Short Account Synthesis (IF 2.6) Pub Date : 2024-03-20 Byeongdo Roh, Hong Geun Lee
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Transformation of Benzaldehydes to Benzonitriles via Cyanophosphates without One-Carbon Homologation Synthesis (IF 2.6) Pub Date : 2024-03-20
The transformation of benzaldehydes into benzonitriles via cyanophosphates (CPs) with tetrabutylammonium azide (Bu4N·N3) was found to afford a range of benzonitriles in modest-to-high yields. As the CN-carbon of benzonitriles arises from the formyl-carbon of benzaldehydes, this is a new type of CP-reaction, distinctly different from the past one-carbon nitrile homologation. In contrast, the reaction
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Transition-Metal-Free Selective Halocyclization of N-Alkoxy Amides: Synthesis of N-Alkoxy Lactams and Oximinolactones Synthesis (IF 2.6) Pub Date : 2024-03-20 Sunil Dattatray Chakave, Venunath Hapse, Kishor Balkrishna Inamke, Amol Satish Dehade, Anupa Dessai, Mark Montgomery, Ravindra Punjaji Sonawane, Sandeep R. Kandukuri, Bhanu N. Manjunath
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Synthesis of Stilbenes by Cyanide/Base-Mediated Coupling of Benzylic Chlorides and Alcohols Synthesis (IF 2.6) Pub Date : 2024-03-18 Johanna Schichler, Robert Madsen
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Photo-Induced α-Oxyalkylation of Aryl Chlorides with Ethers and Alcohols through Homolytic Aromatic Substitution Synthesis (IF 2.6) Pub Date : 2024-03-12 Kohei Aoki, Kyohei Yonekura, Wataru Ejima, Shota Tanaka, Ami Shigeta, Eiji Shirakawa
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Transition-Metal-Catalyzed C–H Activation Reactions for the Creation and Modification of Organic Fluorophores Synthesis (IF 2.6) Pub Date : 2024-03-11 Tapasi Chand, Manmohan Kapur
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LemPhos – New P-Chiral Phospholene Core Based Ligand Synthesis (IF 2.6) Pub Date : 2024-03-07 Adam Włodarczyk, Łukasz Ponikiewski
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Catalytic Asymmetric Synthesis of α-Mono and α,α-Disubstituted 5- and 6-Membered α-Aza-lactams Synthesis (IF 2.6) Pub Date : 2024-03-06 Claudio Palomo, Aitor Landa, Mikel Oiarbide
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Friedel–Crafts Alkylation of Indoles with Aldehydes/Ketones Catalyzed by Bromodiarylethene-Based Photoacid Generators Synthesis (IF 2.6) Pub Date : 2024-03-06 Alexey V. Zakharov, Sofia M. Timofeeva, Valerii Z. Shirinian
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Synthesis of Acyl Hydrazides and Hydrazones from Activated Amides Synthesis (IF 2.6) Pub Date : 2024-03-06
Acyl hydrazide and acyl hydrazone synthesis methods were developed. They involve the reaction of an activated amide with hydrazine under transition-metal-catalyst-free conditions. Additionally, acyl hydrazones were synthesized by extending the same reaction procedure in the presence of aldehydes (or ketones). These reactions were performed in an aqueous environment at 25 °C, demonstrating the successful
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Asymmetric Allylic Substitution Reactions Based on Relay Catalysis Synthesis (IF 2.6) Pub Date : 2024-03-05 Zhenwei Wu, Xiaoming Feng, Yangbin Liu
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Synthesis of Phosphinoboranes via Coordination-Induced Bromine Abstraction of an Isolable Phosphinyl Radical with Bromoboranes Synthesis (IF 2.6) Pub Date : 2024-03-01 Shintaro Ishida, Yasuhiro Katayama, Fumiya Hirakawa, Takeaki Iwamoto
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Heptafluorobutyric Acid Catalyzed Cross-Dehydrogenative Coupling of 7-Aminocoumarins with 1,2,4-Triazines: A Straightforward Pathway to 3-Triazinyl-7-aminocoumarins Synthesis (IF 2.6) Pub Date : 2024-03-01 Ramil F. Fatykhov, Igor A. Khalymbadzha, Ainur D. Sharapov, Anastasia P. Potapova, Anton N. Tsmokalyuk, Vasiliy S. Gaviko
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Synthesis of the Cyclohexane Fragment Peculiar to Enacyloxins: Study of Its Assembly and Protective Groups Removal Synthesis (IF 2.6) Pub Date : 2024-03-01
The enantioselective synthesis of the protected (1S,3R,4S)-3,4-dihydroxycyclohexane-1-carboxylic acid moiety shared among all members of the enacyloxin family has been successfully accomplished. Having obtained this fragment, we devised assembly conditions using models that mimic the enacyloxin acyl chain. Additionally, we assessed conditions for the removal of protective groups, aiming to avoid previously
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Preparations of Silyl Anions Synthesis (IF 2.6) Pub Date : 2024-02-29 Feba T. Pulikkottil, Venkadesh Balakrishnan, Revathi Chandrasekaran, Vetrivelan Murugesan, Ramesh Rasappan
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Phosphazene-Catalyzed Regioselective Condensation of Allyl Thioethers with Aldehydes: A Rapid Approach to 1,3-Dienyl Sulfides, -Sulfoxides and -Sulfones Synthesis (IF 2.6) Pub Date : 2024-02-27 Supasorn Phae-nok, Chutima Kuhakarn, Pawaret Leowanawat, Vichai Reutrakul, Darunee Soorukram
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A Simple and Efficient Approach for the Synthesis of Aryl-3-(trifluoromethyl)-1H-1,2,4-triazol-5(4H)-one Derivatives Synthesis (IF 2.6) Pub Date : 2024-02-27 Elham Kazemi, Najmeh Zeinali, Ali Darehkordi
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Stereochemical Aspects of the C-Glycosylation of Pyranosides and Furanosides Synthesis (IF 2.6) Pub Date : 2024-02-26 Srinivas Achanta, Ch. V. A. Sasikala, Debjit Basu, Pradip D. Nahide, Rakeshwar Bandichhor
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Visible-Light-Driven Oxidative Chlorination of Alkyl sp3 C–H Bonds with HCl/Air at Room Temperature Synthesis (IF 2.6) Pub Date : 2024-02-26
An aerobic chlorination of alkyl sp3 C–H bonds of functionalized alkanes and simple alkanes has been established successfully under visible light at room temperature. The reaction is performed in the presence of catalytic NaNO2 using HCl or NaCl/acid as a chlorine source and air as a terminal oxidant under atmospheric pressure. It is suggested that NOCl from NaNO2/HCl is a crucial species in the catalytic
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Synthesis of Anti-oxidant Steroids by Hybridisation with Nitroxides Synthesis (IF 2.6) Pub Date : 2024-02-26 Carl P. Soltau, Naomi E. Weir, Alexander P. Martyn, Steven E. Bottle
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Generation of Alkylidene Carbenes through Tetrazole Fragmentation: Recent Advances and Applications in Organic Synthesis Synthesis (IF 2.6) Pub Date : 2024-02-22 Shinya Harusawa, Hiroki Yoneyama, Yoshihide Usami
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Hypervalent Iodine Mediated Synthesis of Thiosulfonates from Sulfonyl Hydrazides and Their Transformation into Symmetrical Disulfides Synthesis (IF 2.6) Pub Date : 2024-02-22 Ashvani Yadav, Rohit Kumar, Virendra Prasad
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Iron-Catalyzed [2+1+2+1] Annulation of Amines and N,N-Dimethyl Enaminones using N,N-Dimethylaminoethanol as a One-Carbon Synthon for the Synthesis of 1,4-Dihydropyridines Synthesis (IF 2.6) Pub Date : 2024-02-22
A simple and efficient method for the synthesis of 1,4-dihydropyridines from amines, N,N-dimethyl enaminone and N,N-dimethylaminoethanol in a four-component [2+1+2+1] annulation catalyzed by FeCl3 has been established, where N,N-dimethylaminoethanol was applied as a methine source. The procedure was executed smoothly, resulting in the synthesis of a wide range of 1,4-dihydropyridines with moderate
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Synthesis, Photophysical, and AIE Properties of 2H-Imidazole-Derived Push-Pull Fluorophores Synthesis (IF 2.6) Pub Date : 2024-02-22
A four-stage method for the synthesis of 2H-imidazole-derived push-pull fluorophores was developed. The synthesized compounds are characterized by absorption in the range of 250–400 nm, emission of up to 617 nm, and quantum yields of up to 99%. Compounds bearing a tetraphenylethylene fragment demonstrated the AIE effect in a solution with a water fraction fw >90% and significant increase in the emission
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Synthesis of Alkyl Thiochromano[2,3-c]pyrrole-9-carboxylate Derivatives Utilizing Benzo[b]thiofuran-2,3-dione, Maleimides, and Alkyl Alcohol/Water Mixtures Synthesis (IF 2.6) Pub Date : 2024-02-22 Mohammed M. Abadleh, Jalal A. Zahra, Salim S. Sabri, Rania R. Abuzaid, Dieter Schollmeyer, Mustafa M. El-Abadelah
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Synthesis of (5-Iminio-4,5-dihydro-1,3,4-oxadiazol-2-yl)tetrazol-1-ide: A Zwitterionic Compound Containing a Tetrazole Anion as a Promising Blunt Energetic Material Synthesis (IF 2.6) Pub Date : 2024-02-21 Yaxin Liu, Meifang Lv, Guofeng Zhang, Zhiwen Ye
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A Convenient Method for Synthesizing 1-Alkyl-2-acyl-sn-glycero-3-phosphoethanolamines Synthesis (IF 2.6) Pub Date : 2024-02-20 Tatsuo Okauchi, Kouta Tsubaki, Yuri Higuma, Hirokazu Shimooka, Mitsuru Kitamura
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Metal-Free Synthesis of Trifluoromethyl Carbinol-Containing Imidazo[1,2-a]pyridines via Dehydrative Coupling of Imidazo[1,2-a]pyridines with Trifluoroacetaldehyde Synthesis (IF 2.6) Pub Date : 2024-02-20 Zhaowen Liu, Xiaohua Guo, Zhixi Chen, Longhui Wu, Kai Yang
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Product Selectivity Control under Acidic and Basic Conditions on Oxidative Transformation of 1,3-Dicarbonyls Using Sodium Hypochlorite Pentahydrate Synthesis (IF 2.6) Pub Date : 2024-02-20 Masayuki Kirihara, Yugo Sakamoto, Takumi Tanaka, Takuma Kawai, Tomohide Okada, Yoshikazu Kimura, Shinobu Takizawa
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Divergent Reactivity of δ-Acetoxy Allenoates with 1,3-Bisnucleophiles: Synthesis of Multisubstituted Pyran, Dihydropyran, and 3-Vinylpent-2-enedioate Scaffolds Synthesis (IF 2.6) Pub Date : 2024-02-20 Shabbir Ahmed Khan, K. C. Kumara Swamy
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Unveiling Novel Synthetic Pathways through Brook Rearrangement Synthesis (IF 2.6) Pub Date : 2024-02-19
The Brook rearrangement is a valuable synthetic tool that facilitates the controlled construction of complex molecules. Conventionally, it generates carbanion intermediates utilized in subsequent functionalization reactions. In this review, we will explore recent advancements in the Brook rearrangement that extend beyond the traditional functionalization reactions. Specifically, we will highlight its
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Access to 8-Aminoindolizine Fused with Quinone via Cu(OAc)2-Catalyzed Domino [4+2] Annulation Synthesis (IF 2.6) Pub Date : 2024-02-19
Cu(OAc)2-catalyzed [4+2] annulation of N-substituted pyrrole-2-carbonitriles with quinones allowed access to a wide range of 8-aminoindolizines fused with quinones through a domino process involving a sequence of intermolecular Michael addition, Thorpe–Ziegler type cyclization, and aromatization. Biological evaluation of the resulting quinone-8-aminoindolizine hybrids revealed significant anticancer
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Exploring the Reactivity of Substituted [(Allyloxy)methyl]phosphonates in Cycloaddition and Coupling Reactions Synthesis (IF 2.6) Pub Date : 2024-02-15 Momtez Jmai, Virginie Blot, Monique Mathé-Allainmat, Mohamed Lotfi Efrit, Didier Dubreuil, Hédi M’rabet, Jacques Lebreton
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Convenient Synthesis of Hexa- and Pentasaccharide Repeating Units Corresponding to the O-Polysaccharides of Acinetobacter baumannii O7 and Acinetobacter baumannii O10 Strains Synthesis (IF 2.6) Pub Date : 2024-02-14
The synthesis of the hexa- and pentasaccharide repeating units of the cell wall O-polysaccharides of Acinetobacter baumannii O7 and O10 strains, respectively, has been achieved in very good yield using [4+2] and [4+1] block glycosylation strategies. The p-methoxybenzyl (PMB) group was used as an in situ removable protecting group, which was removed after glycosylation in the same pot by tuning the
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Nicholas Reactions of Pentadiynyl–Co2(CO)6 Cations. Synthesis of Antimalarial Hinokiresinol Analogues Synthesis (IF 2.6) Pub Date : 2024-02-14 Marcus Muresan, James R. Green
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I2-Catalyzed Oxidative Acylation of Tertiary Amines via C–N Bond Cleavage Synthesis (IF 2.6) Pub Date : 2024-02-14 Xin Ge, Ping Lei, Qin Su, Ying-Ming Pan, Keyume Ablajan