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Chemistry of Heterocyclic Compounds最新文献

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Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives 1,5,6,7-四氢-4H-吲哚-4-酮衍生物的多组分合成
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-09 DOI: 10.1007/s10593-024-03260-z
Kateryna I. Marchenko, Nadiia N. Kolos
{"title":"Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives","authors":"Kateryna I. Marchenko, Nadiia N. Kolos","doi":"10.1007/s10593-024-03260-z","DOIUrl":"https://doi.org/10.1007/s10593-024-03260-z","url":null,"abstract":"<p>The data on multicomponent methods of tetrahydro-4<i>H</i>-indol-4-one synthesis published over the past ten years are summarized in this review. Three main synthetic approaches in the construction of such molecules are considered. Among them are: condensation of cyclohexane-1,3-diones with α-halogenoketones and primary amines, three-component reaction of cyclic enaminoketones, arylglyoxals, and methylene active compounds, and condensation of cyclic enaminoketones and arylglyoxals in the presence of nucleophilic reagents (often solvents). The latter domino reaction runs under microwave irradiation and leads to the functionalization of position 7 of the indole ring system. The material is systematized according to the structure of the starting compounds.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139409120","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Study on Diels–Alder reaction of nitrosoalkenes 亚硝基烯的 Diels-Alder 反应研究
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-09 DOI: 10.1007/s10593-024-03276-5
Xiaoxiao Tang, Baozhao Lu, Yu Chen, Jiexue Wang, Liming Jin, Hongjun Yang
{"title":"Study on Diels–Alder reaction of nitrosoalkenes","authors":"Xiaoxiao Tang, Baozhao Lu, Yu Chen, Jiexue Wang, Liming Jin, Hongjun Yang","doi":"10.1007/s10593-024-03276-5","DOIUrl":"https://doi.org/10.1007/s10593-024-03276-5","url":null,"abstract":"<p>The reactions of nitrosoalkenes, generated <i>in situ</i> from the corresponding α-bromooxime upon the action of a base, with electron-rich olefins were used to synthesize a series of heterocyclic compounds containing 1,2-oxazines, the expected Diels–Alder cycloadducts. The structural features of the obtained heterocyclic compounds were determined based on NMR spectra, HRMS, and X-ray structural analysis.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139408694","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A new route for the synthesis of 1,4,2-dioxazoles from hydroxamic acids 从羟肟酸合成 1,4,2-二恶唑的新途径
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-09 DOI: 10.1007/s10593-024-03275-6
Yurii A. Chuvashev, Ludmila I. Larina, Lyudmila V. Klyba
{"title":"A new route for the synthesis of 1,4,2-dioxazoles from hydroxamic acids","authors":"Yurii A. Chuvashev, Ludmila I. Larina, Lyudmila V. Klyba","doi":"10.1007/s10593-024-03275-6","DOIUrl":"https://doi.org/10.1007/s10593-024-03275-6","url":null,"abstract":"<p>A new synthetic method to obtain functionally substituted 1,4,2-dioxazoles from vinyl aryl ethers and hydroxamic acids was proposed. The target heterocycles were formed under mild conditions in good yields. It was shown that ring closure occurs <i>via</i> the formation of aroxy(methyl) arylhydroxamates as intermediates.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139408925","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
The synthesis and study of carbonic anhydrase activity of sulfonamide-containing dibenzo[1,4]thiazepines 含磺酰胺的二苯并[1,4]硫氮杂卓的合成及其碳酸酐酶活性研究
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-09 DOI: 10.1007/s10593-024-03279-2
Daria S. Smirnova, Vladimir V. Sharoiko, Stanislav A. Kalinin, Alexander V. Sapegin
{"title":"The synthesis and study of carbonic anhydrase activity of sulfonamide-containing dibenzo[1,4]thiazepines","authors":"Daria S. Smirnova, Vladimir V. Sharoiko, Stanislav A. Kalinin, Alexander V. Sapegin","doi":"10.1007/s10593-024-03279-2","DOIUrl":"https://doi.org/10.1007/s10593-024-03279-2","url":null,"abstract":"<p>A one-pot synthesis approach to access sulfonamide-containing derivatives of dibenzo[1,4]thiazepine using primary amines and 2-[(2-nitro-4-sulfamoylphenyl)sulfanyl]benzoic acid as precursors was developed. The approach is based on a sequence of amidation steps and the subsequent tandem of the Smiles rearrangement and denitrocyclization reaction. The resulting tricyclic systems showed pronounced activity as inhibitors of bovine carbonic anhydrase isoform II.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139408614","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent advances in the synthesis of pyrrolo[1,2-a]quinolines 合成吡咯并[1,2-a]喹啉的最新进展
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-08 DOI: 10.1007/s10593-024-03261-y
Taimuraz T. Magkoev, Vladimir T. Abaev, Anna A. Arutyunyants, Petrakis N. Chalikidi
{"title":"Recent advances in the synthesis of pyrrolo[1,2-a]quinolines","authors":"Taimuraz T. Magkoev, Vladimir T. Abaev, Anna A. Arutyunyants, Petrakis N. Chalikidi","doi":"10.1007/s10593-024-03261-y","DOIUrl":"https://doi.org/10.1007/s10593-024-03261-y","url":null,"abstract":"<p>Much synthetic effort is being devoted to the synthesis of fused nitrogen-containing heterocycles. Among them, pyrrolo[1,2-<i>a</i>]quinoline derivatives continue to gain attention from the synthetic community for decades owing to their diverse biological activities and useful functional properties. Recent advances in the preparation of these prominent heterocycles are summarized in this review.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139397256","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of tellurium-substituted azoles (microreview) 碲取代唑的合成(微评论)
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2023-12-04 DOI: 10.1007/s10593-023-03245-4
Nail S. Akhmadiev, Vnira R. Akhmetova
{"title":"Synthesis of tellurium-substituted azoles (microreview)","authors":"Nail S. Akhmadiev, Vnira R. Akhmetova","doi":"10.1007/s10593-023-03245-4","DOIUrl":"https://doi.org/10.1007/s10593-023-03245-4","url":null,"abstract":"\u0000<figure></figure><p>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 <i>C</i>- and <i>N</i>-functionalization of azoles with the construction of the tellurium-containing fragment directly on the azole nucleus or <i>via</i> spacers.</p><figure><picture><source srcset=\"//media.springernature.com/lw685/springer-static/image/art%3A10.1007%2Fs10593-023-03245-4/MediaObjects/10593_2023_3245_Figd_HTML.png?as=webp\" type=\"image/webp\"/><img alt=\"\" height=\"2\" loading=\"lazy\" src=\"//media.springernature.com/lw685/springer-static/image/art%3A10.1007%2Fs10593-023-03245-4/MediaObjects/10593_2023_3245_Figd_HTML.png\" width=\"685\"/></picture></figure>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2023-12-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138541521","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A study of the reactivity of 2,4-diphenylfuran 2,4-二苯呋喃反应性的研究
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2023-11-20 DOI: 10.1007/s10593-023-03259-y
Alexander A. Fedorov, Danil A. Myasnikov, Maxim G. Uchuskin
{"title":"A study of the reactivity of 2,4-diphenylfuran","authors":"Alexander A. Fedorov, Danil A. Myasnikov, Maxim G. Uchuskin","doi":"10.1007/s10593-023-03259-y","DOIUrl":"https://doi.org/10.1007/s10593-023-03259-y","url":null,"abstract":"<p>The reactivity of 2,4-diphenylfuran has been studied and its promising potential as a substrate for oxidative homocoupling, lithiation followed by modification, bromination, and subsequent cross-coupling reactions has been demonstrated.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2023-11-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138541557","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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 超亲电活化下芳烃对呋喃共轭烯酮碳碳双键的氢化芳基化:新型呋喃衍生物的合成及抗菌活性评价
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2023-11-17 DOI: 10.1007/s10593-023-03250-7
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
{"title":"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","authors":"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","doi":"10.1007/s10593-023-03250-7","DOIUrl":"https://doi.org/10.1007/s10593-023-03250-7","url":null,"abstract":"<p>Various furanic conjugated enones, 4-(furan-2-yl)but-3-en-2-ones and 1-aryl-3-(furan-2-yl)prop-2-en-1-ones, have been synthesized from furfural, 5-hydroxymethylfurfural, and its derivatives by aldol condensation. It has been found for the first time, that reactions of these furanic conjugated enones with arenes under the action of triflic acid or AlCl3 afford the corresponding products of hydroarylation of the furan side chain carbon–carbon double bond in 29–89% yields. According to NMR study and DFT calculations, the corresponding <i>O</i>,<i>C</i>-diprotonated species of furanic enones are the reactive electrophilic intermediates. The obtained furan derivatives demonstrate moderate antimicrobial activity against yeast-like fungi <i>Candida albicans</i> at 64 μg/ml concentration. They also suppress <i>Escherichia coli</i> and <i>Staphylococcus aureus</i>.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2023-11-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138541520","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Recent investigations in synthesis of oxathiazinanes by sulfamate ester cyclization (microreview) 磺胺酸酯环化法合成恶噻嗪类化合物的研究进展(综述)
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2023-11-16 DOI: 10.1007/s10593-023-03247-2
Vladislavs Kroškins, Māris Turks
{"title":"Recent investigations in synthesis of oxathiazinanes by sulfamate ester cyclization (microreview)","authors":"Vladislavs Kroškins, Māris Turks","doi":"10.1007/s10593-023-03247-2","DOIUrl":"https://doi.org/10.1007/s10593-023-03247-2","url":null,"abstract":"<p>\u0000<img alt=\"\" src=\"//media.springernature.com/lw129/springer-static/image/art%3A10.1007%2Fs10593-023-03247-2/MediaObjects/10593_2023_3247_Figc_HTML.png\" style=\"width:129px;max-width:none;\"/>\u0000Recent 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.</p><figure></figure>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2023-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138541558","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of substituted isoxazolidines (microreview) 取代异恶唑烷的合成(微回顾)
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2023-11-16 DOI: 10.1007/s10593-023-03248-1
Seyed Sajad Sajadikhah, Khadijeh Didehban
{"title":"Synthesis of substituted isoxazolidines (microreview)","authors":"Seyed Sajad Sajadikhah, Khadijeh Didehban","doi":"10.1007/s10593-023-03248-1","DOIUrl":"https://doi.org/10.1007/s10593-023-03248-1","url":null,"abstract":"<p>\u0000<img alt=\"\" src=\"//media.springernature.com/lw155/springer-static/image/art%3A10.1007%2Fs10593-023-03248-1/MediaObjects/10593_2023_3248_Figc_HTML.png\" style=\"width:155px;max-width:none;\"/>\u0000In 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.</p><figure></figure>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2023-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138541559","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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