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Synthesis and reactivity of [1, 2, 5]thiadiazolo[3,4-b]pyridines and [1, 2, 5]selenadiazolo[3,4-b]pyridines (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-12 Maxim A. Bastrakov, Victoria V. Ivanova
The microreview covers the latest selected examples (2013–2024) on the synthesis and reactivity of [1, 2, 5]-thiadiazolo[3,4-b]pyridines and [1, 2, 5]selenadiazolo[3,4-b]pyridines. Their application is also discussed.
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Synthesis of pyrrolizidine derivatives (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-11 Andrey V. Smolobochkin, Tanzilya S. Rizbayeva
The review summarizes the methods of synthesis of pyrrolizidine (hexahydro-1H-pyrrolizine) derivatives published in the literature over the past five years. The methods can be conditionally divided into two major groups: synthesis from pyrrolidine derivatives and cyclization of acyclic precursors.
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Synthesis of carbonyl-containing nitrofurans (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-11 Kirill A. Gomonov, Vasilii V. Pelipko
This microreview analyzes and summarizes the most recent advances in the synthesis of carbonyl-containing nitrofurans, including methods of nitration, oxidation, and esterification of the corresponding furan derivatives, published since 2017.
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The synthesis and properties of [1,2] dithiolopyridine derivatives (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-11 Victor V. Dotsenko, Anna E. Sinotsko
The microreview summarizes the methods of synthesis and studies of the properties of the derivatives of 1,2-dithiol condensed with a pyridine ring published in the literature over the last 10 years. The material is systematized according to the manner of coupling the [1,2]dithiolane system with the pyridine ring.
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Synthesis of fluorophores based on benzo[g]coumarin framework (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-11 Ainur D. Sharapov, Ramil F. Fatykhov, Igor A. Khalymbadzha
This microreview summarizes and analyzes literature for the years 2016–2023 on the construction of fluorophores based on benzo[g]coumarin backbone, which represent a push–pull system consisting of an annulated benzo and pyran rings. The main approaches to the synthesis of benzo[g]coumarins are condensation reactions, cyclization reactions, and pyran ring opening reactions followed by recyclization
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Recent advances in the synthesis of thiazolo[4,5-b]pyridines. Part 1: Focus on pyridine annulation to thiazole ring (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-11 Taras I. Chaban, Olena V. Klenina, Ihor H. Chaban, Maryan I. Lelyukh
The present microreview systematizes recent advances in the synthetic approaches for novel thiazolo[4,5-b]-pyridines and summarizes pharmacological effects they were found to possess. In particular, modern synthetic techniques for thiazolo[4,5-b]pyridine bicyclic scaffold construction starting from thiazole or thiazolidine derivatives followed by pyridine annulation, which results in the target fused
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A synthesis of triacetyl-substituted 1,2,3,4-tetrahydropyridine by the reaction of 3-[(alkylsulfanyl)methyl]pentane-2,4-diones with aniline Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Larisa A. Baeva, Rail R. Gataullin, Radik M. Nugumanov
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A novel facile approach to obtain phenytoin and thiophenytoin using new deep eutectic solvent-like mixtures of urea, thiourea, and KOH Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Elena V. Khovrenko, Vadim Yu. Baula, Viktoria V. Shtrykova, Vera Yu. Kuksenok, Victor D. Filimonov
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A cascade reaction of 4-amino-substituted 6-hydrazinyl-1,3,5-triazin-2(1H)-ones with triethyl orthoacetate Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Anna V. Zavodskaya, Victor E. Parfenov, Olga V. Golovina, Vladimir V. Bakharev
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Thiazolo[5,4-b]indole derivatives as additives to cardioplegic solutions with increased time of preventing hypothermic ischemia Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Oleg A. Loskutov, Kostiantyn P. Melnykov, Serhiy V. Ryabukhin, Eduard B. Rusanov, Illya A. Chaikovsky, Oleksiy V. Khavryuchenko, Dmytro O. Dziuba, Dmytro M. Volochnyuk
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The reaction of 4-hydroxy-6H-1,3-oxazin-6-ones with amidines – a route to access new 1,3,5-triazine derivatives Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Polina O. Levshukova, Denis A. Kolesnik, Margarita O. Dosina, Igor P. Yakovlev, Lidiya A. Tunguskova, Elena V. Kuvaeva, Tamara L. Semakova, Galina V. Ksenofontova, Yurii G. Pokhodnya
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Synthesis and in vitro anticancer evaluation of functionalized 5-(4-piperazin-1-yl)-2-aryloxazoles and 5-[(4-arylsulfonyl)piperazin-1-yl]-2-phenyloxazoles Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Oleksandr O. Severin, Stepan G. Pilyo, Viktoriia S. Moskvina, Olga V. Shablykina, Yevgen A. Karpichev, Volodymyr S. Brovarets
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Discovery of indole-3-acetic acid derivatives containing 1,3,4-thiadiazole thioether and amide moieties as novel antibacterial agents Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Chenghao Tang, Jiali Shao, Chou Si, Xiumei Yang, Xiuhong Hu, Pei Li, Xiang Wang
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Novel iminocoumarin imidazo[4,5-b]pyridine derivatives: design, synthesis, and biological evaluation Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-08 Ida Boček Pavlinac, Kristina Starčević, Leentje Persoons, Mihailo Banjanac, Vedrana Radovanović, Dirk Daelemans, Marijana Hranjec
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The synthesis and antitubercular activity of 4,5-dihydro-1H-pyrazole derivatives with a basic epoxybenzo[7,8]oxocine framework Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-06 Alena L. Stalinskaya, Natalia A. Dengis, Vasily S. Vlasenko, Ivan V. Kulakov
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A synthesis of novel 5-methylsulfanylazolo[1,5-a]pyrimidin-7(4H)-ones and investigation of their chemical and cytotoxic properties Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-06 Daniil N. Lyapustin, Dilya F. Fayzullina, Irina V. Marusich, Svetlana K. Kotovskaya, Vsevolod V. Melekhin, Maria D. Tokhtueva, Evgeny N. Ulomsky, Vladimir L. Rusinov
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Visible-light-mediated synthesis of functionalized benzofurans: an update Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-06 Pragati Kushwaha
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A novel approach to obtain 3-amino-1-benzothiophene-2-carbonitriles Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-04-05 Dmitry S. Ivanov, Anatolii I. Sokolov, Alexander Yu. Smirnov, Mikhail S. Baranov
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Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-15 Viktoriia S. Moskvina, Volodymir P. Khilya
This microreview provides a comprehensive analysis of synthetic approaches to chromeno[2,3-c]pyrrol-9(2H)-ones, a promising class of compounds that incorporate chromene and pyrrole frameworks. Starting from their earliest mentions and encompassing the latest advancements, this review categorizes the synthetic methods based on the structure of the starting materials.
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Contemporary approaches to the synthesis of cyclic sulfonates (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-13
This microreview provides an overview of the literature for the past six years (2018–2023) on the synthesis of cyclic sulfonates (put simply, sultones) highlighting the most efficient methods and utilization of conceptually novel approaches and unprecedented reactions.
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The synthesis of indolizin-1-ylphosphonates via the reaction of ethynylphosphonates with pyridinium methylides Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-13
The reaction of diethyl ethynyl- and 2-phenylethynylphosphonates with pyridinium methylides generated in situ from phenacyl- and 2-ethoxy-2-oxoethylpyridinium salts by the action of a base was studied. As a result of the reaction, the corresponding diethyl indolizin-1-ylphosphonates were formed. In this case, diethyl ethynylphosphonate demonstrated higher reactivity and underwent a reaction at room
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Highly diastereoselective synthesis of pyridinium-substituted piperidin-2-ones from pyridinium ylides, aldehydes, Michael acceptors, and ammonium acetate Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-13 Andrey D. Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko, Radmir N. Akchurin, Yana V. Derkach, Anatoly N. Vereshchagin
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Synthesis and antiproliferative activity of new oxazole-steroid glycoconjugates Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-13 Luis A. Méndez-Delgado, Alma Fuentes-Aguilar, Socorro Meza-Reyes, Sara Montiel-Smith, José Luis Vega-Baez, José M. Padrón, Penélope Merino-Montiel, Sylvain Bernès
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A one-pot thiomethylation of pyrrole and indoles Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-12 Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova
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Ring-chain isomerism of aldehyde 2-alkylsemicarbazones: experimental and theoretical studies. Novel semicarbazone-based synthesis of 2-alkyl-2,4-dihydro-3H-1,2,4-triazol-3-ones Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-11
Ring-chain isomerism of aldehyde semicarbazones/1,2,4-triazolidin-3-ones was first studied in detail. Aliphatic aldehyde semicarbazones completely cyclized under the action of very strong Brønsted acids (TfOH, HCl) in aprotic solvents at room temperature to give the corresponding salts of the N1-protonated 1,2,4-triazolidin-3-ones. Both the obtained salts and their free bases are unstable in the presence
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Methods for the synthesis of 1,3-oxazolidin-2-ones (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10 Valeria A. Litvinova, Alexander S. Tikhomirov
This microreview is dedicated to new and modified existing methods for the formation of the 1,3-oxazolidin-2-one ring. The material covers key studies published since 2021.
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The synthesis of bisquaternary ammonium compounds (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10 Vyacheslav S. Grinev, Anastasiya A. Lobankova, Alevtina Yu. Yegorova
Today, the chemistry of quaternary ammonium compounds is rapidly developing field owing, among other things, to the need to combat periodic outbreaks of various infectious diseases, which in some cases assume pandemic proportions. This review summarizes the most recent studies, published mainly over the past 10 years, devoted to advances in the synthesis of bisquaternary ammonium compounds for various
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Recent progress in the synthesis of nitroisoxazoles and their hydrogenated analogs via [3+2] cycloaddition reactions (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10
In this microreview, the application of [3+2] cycloaddition reactions for the selective preparation of nitroisoxazoles and their hydrogenated analogs was analyzed on the basis of recent publications. It was found that most discussed processes are realized at room temperature with high or full selectivity.
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Preparation of 2-unsubstituted 5-aryl(hetaryl)-1-hydroxy-1H-imidazoles from of 4-aryl(hetaryl)-1-hydroxy-2,5-dihydro-1H-imidazole-2-carboxylic acid 3-oxides Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10
Alkylaromatic 1-hydroxyamino-2-oximes reacted at the hydroxyamino group with glyoxylic acid hydrate, providing 4-aryl(hetaryl)-1-hydroxy-2,5-dihydro-1H-imidazole-2-carboxylic acid 3-oxides that were converted upon heating into 5-aryl(hetaryl)-1-hydroxy-1H-imidazoles containing a hydrogen atom at the heterocycle position 2.
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Pseudopeptides based on nicotinic acid with 4-amidoxime unit Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10 Volodymyr A. Tkachuk, Pavlo V. Reheda, Andriy V. Kozytskiy, Svitlana V. Shishkina, Olga V. Hordiyenko
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The synthesis of N-substituted 2-amino-1,4,5,6-tetrahydropyrimidines from isocyanates Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10 Dmitry S. Ivanov, Alexander Yu. Smirnov, Mikhail S. Baranov
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A [4+2] cycloaddition of push-pull styrenes to 1,2-naphthoquinone 1-methides: a synthesis of 2-aryl-2,3-dihydro-1H-benzo[f]chromenes Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-10 Kirill S. Korzhenko, Anastasiya S. Yushkova, Darya A. Rashchepkina, Oleg P. Demidov, Dmitry V. Osipov, Vitaly A. Osyanin
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A new route for the synthesis of 1,4,2-dioxazoles from hydroxamic acids Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Yurii A. Chuvashev, Ludmila I. Larina, Lyudmila V. Klyba
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A new approach to the pyrrolo[3,4-d] pyrimidine system via tandem Staudinger/aza-Wittig reaction of 5-acyl-4-azidomethyl-3,4-dihydropyrimidin-2(1H)-ones Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Anastasia A. Fesenko, Mikhail S. Grigoriev, Anatoly D. Shutalev
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Study on Diels–Alder reaction of nitrosoalkenes Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Xiaoxiao Tang, Baozhao Lu, Yu Chen, Jiexue Wang, Liming Jin, Hongjun Yang
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The synthesis and study of carbonic anhydrase activity of sulfonamide-containing dibenzo[1,4]thiazepines Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Daria S. Smirnova, Vladimir V. Sharoiko, Stanislav A. Kalinin, Alexander V. Sapegin
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Conformationally restricted hydantoins derived from bridgehead functionalized camphorquinones Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Marian V. Gorichko
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Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-09 Kateryna I. Marchenko, Nadiia N. Kolos
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Recent advances in the synthesis of pyrrolo[1,2-a]quinolines Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2024-01-08 Taimuraz T. Magkoev, Vladimir T. Abaev, Anna A. Arutyunyants, Petrakis N. Chalikidi
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Synthesis of tellurium-substituted azoles (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-12-04 Nail S. Akhmadiev, Vnira R. Akhmetova
This microreview summarizes the data published over the past 10 years on the methods of synthesis and practical application of tellurium-substituted azoles. The material is systematized by the methods of the C- and N-functionalization of azoles with the construction of the tellurium-containing fragment directly on the azole nucleus or via spacers.
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A study of the reactivity of 2,4-diphenylfuran Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-20 Alexander A. Fedorov, Danil A. Myasnikov, Maxim G. Uchuskin
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Recent investigations in synthesis of oxathiazinanes by sulfamate ester cyclization (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-16 Vladislavs Kroškins, Māris Turks
Recent investigations of intramolecular C–H bond amination reaction of sulfamate ester derivatives forming 1,2,3-oxathiazine-2,2-diones and 5,6-dihydro-1,2,3-oxathiazinane-2,2-diones from 2017 to 2021 are summarized.
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Hydroarylation of carbon–carbon double bond of furanic conjugated enones by arenes under superelectrophilic activation: synthesis and evaluation of antimicrobial activity of novel furan derivatives Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-17 Mikhail V. Kalyaev, Dmitry S. Ryabukhin, Alexander Yu. Ivanov, Irina A. Boyarskaya, Kristina E. Borovkova, Lia R. Nikiforova, Julia V. Salmova, Artem O. Taraskin, Aleksandra M. Puzyk, Aleksander V. Vasilyev
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Synthesis of substituted isoxazolidines (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-16 Seyed Sajad Sajadikhah, Khadijeh Didehban
In this microreview, articles on the methods of isoxazolidine derivative synthesis published since 2020 are summarized. The methods include non-catalyzed cycloaddition processes, intramolecular cycloaddition reactions, and catalyzed cycloaddition reactions.
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The synthesis of bi(poly)- and macrocyclic derivatives of trans-diaminocyclohexane (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-15 Elena B. Rakhimova, Viktor Yu. Kirsanov
This microreview summarizes the data published over the last 10 years on the synthesis of bi(poly)- and macrocyclic compounds starting from trans-1,2-diaminocyclohexane. Some of these compounds may find use as drugs, catalysts for a number of important chemical transformations, or new organic porous materials.
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Synthesis of 2-thioxoimidazolidin-4-one derivatives (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-15 Larisa V. Zhilitskaya, Nina O. Yarosh
A concise review of articles published in the last five years devoted to the synthesis of 2-thioxoimidazolidin-4-one derivatives, including those with certain types of biological activity, is presented.
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A simple route for the synthesis of substituted thiazole derivatives by multicomponent reaction between arylglyoxals, acetylacetone or ethyl acetoacetate, and thiosemicarbazones Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-15 Mahsa Latifi, Mohammad Anary-Abbasinejad, Marziyeh Mohammadi
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Synthetic approaches to phosphonylpyridazines: an overview Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-14 Kmar Abaid, Soufiane Touil
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Synthesis of azinyl azolyl pyrimidines as new hybrid N,N,N-tridentate ligands for coordination chemistry Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-14 Elena B. Nikolaenkova, Nikita A. Shekhovtsov, Mark B. Bushuev, Victor P. Krivopalov
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Synthesis and NMR spectra of [15N]indole Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-14 Alla K. Shestakova, Vladislav V. Stanishevskiy, Vyacheslav A. Chertkov
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Novel cationic conjugates of chlorin e6 with galactose fragments: synthesis and evaluation of photodynamic activity Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-14 Marina V. Mal’shakova, Yana I. Pylina, Dmitry V. Belykh
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Synthesis of octahydropyrrolo[3,4-c]pyrroles by thermolysis of N-phthalimidoaziridines based on 5-alkenyl-1,2,4-oxadiazoles Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-13 Vera V. Sidneva, Marina V. Tarasenko, Alena S. Pankova, Evgeniy R. Kofanov
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Hydrated imidazoline ring expansion reaction in 2,3-dihydro-9H-dibenzo[b,f]imidazo-[2,1-d][1,5]oxazocinone derivatives Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-13 Maria S. Rastorgueva, Danil I. Weber, Alexander V. Sapegin
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Recent methods for the synthesis of fused pyrazolo[3,4(4,3)-d]thiazoles and pyrazolo[3,4(4,3)-d][1,4]thiazines (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-15 Evgeniya S. Khodykina, Alexandra A. Kolodina
This microreview discusses the latest examples (2012–2022) of the synthesis of pyrazolo[3,4-d]-thiazoles, pyrazolo[4,3-d]thiazoles, pyrazolo[4,3-b][1,4]thiazines, and pyrazolo[3,4-b][1,4]-thiazines via two main approaches: annulation of the pyrazole ring to the thiazole or thiazine ring and, conversely, annulation of the thiazole or thiazine ring to the pyrazole ring.
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Rh(II)-catalyzed and non-catalytic synthesis of (Z)-ethene-1,2-diamines from 1-tosyl-1,2,3-triazoles and primary anilines Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-11-14 Dmitrii S. Vasilchenko, Mikhail S. Novikov, Nikolai V. Rostovskii
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Hexamethyldisilazane as a versatile organosilicon reagent for the synthesis of heterocycles (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-10-05 Guilherme Arraché Gonçalves, Pablo Machado
This microreview summarizes the many applications of hexamethyldisilazane in heterocyclic chemistry. Studies between 2016 and 2022 are covered in this article.
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Synthesis of alkenyl- and alkynyloxazoles and –oxazolines using tosylmethyl isocyanide as a key building block (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-10-03 Nadezhda V. Vchislo, Ekaterina A. Verochkina, Victoria G. Fedoseeva
This microreview provides a general coverage of literature data regarding the synthesis of oxazoles and oxazolines on the basis of reactions between tosylmethyl isocyanide and α,β-unsaturated aldehydes.
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Synthetic approaches toward 2,3-dihydroquinazolinones (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-10-04 Abbas Khaja Mohideen, Timiri Khudus Shabeer
As an outlook of the vast development achieved in past two decades, this microreview intends to afford a selected illustration of the recent progress (2016−2022) toward the synthesis of 2,3-dihydroquinazolin-4(1H)-ones. Synthetic methodologies centered on cyclocondensation, reductive cyclocondensation, oxidative carbonylation, one-pot cascade reaction, and enantioselective strategy including intramolecular
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Mechanochemical synthesis of halogenated heterocyclic compounds Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-10-02 Gennady I. Borodkin
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Synthesis of 3-spiro-annulated pyrrolidine-2-thiones (microreview) Chem. Heterocycl. Comp. (IF 1.5) Pub Date : 2023-09-30 Ivan A. Andreev, Nina K. Ratmanova
In this microreview we provide general information on synthetic methods published over the previous 10 years providing access to a promising group of compounds – 3-spiro-annulated pyrrolidine-2-thiones. The material has been arranged according to the frequency of use for each synthetic approach.