发布求助
文献互助 智能选刊 最新文献

Chemistry of Heterocyclic Compounds最新文献

筛选
英文 中文
The synthesis and antitubercular activity of 4,5-dihydro-1H-pyrazole derivatives with a basic epoxybenzo[7,8]oxocine framework 具有基本环氧苯并[7,8]氧杂菁框架的 4,5-二氢-1H-吡唑衍生物的合成与抗结核活性
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-04-06 DOI: 10.1007/s10593-024-03291-6
Alena L. Stalinskaya, Natalia A. Dengis, Vasily S. Vlasenko, Ivan V. Kulakov
{"title":"The synthesis and antitubercular activity of 4,5-dihydro-1H-pyrazole derivatives with a basic epoxybenzo[7,8]oxocine framework","authors":"Alena L. Stalinskaya, Natalia A. Dengis, Vasily S. Vlasenko, Ivan V. Kulakov","doi":"10.1007/s10593-024-03291-6","DOIUrl":"https://doi.org/10.1007/s10593-024-03291-6","url":null,"abstract":"<p>The corresponding pyridyl chalcones were synthesized by the aldol-crotonic condensation of the acetyl derivative of epoxybenzo[7,8]-oxocino[4,3-<i>b</i>]pyridine with aromatic aldehydes. A subsequent cyclization with hydrazine hydrate in acetic acid led to the corresponding 4,5-dihydro-1<i>H</i>-pyrazole derivatives. An assessment of the resulting derivatives for antitubercular activity was carried out.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140566984","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
Visible-light-mediated synthesis of functionalized benzofurans: an update 以可见光为媒介合成功能化苯并呋喃：最新进展
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-04-06 DOI: 10.1007/s10593-024-03284-5
Pragati Kushwaha
{"title":"Visible-light-mediated synthesis of functionalized benzofurans: an update","authors":"Pragati Kushwaha","doi":"10.1007/s10593-024-03284-5","DOIUrl":"https://doi.org/10.1007/s10593-024-03284-5","url":null,"abstract":"<p>Functionalized benzofurans are attractive chemical motifs with various pharmacological and physiological applications, therefore chemists are constantly working to develop new and superior methods for their synthesis. During the past decade, significant upsurge of interest can be found in the application of visible-light-mediated chemical reactions for the synthesis of a variety of molecules, including benzofuran derivatives. This would be the first comprehensive review generalizing synthetic methodologies toward functionalized benzofurans under visible-light-assisted conditions. The review will describe different possible visible-light-mediated synthesis and briefly describe the mechanisms of the reactions.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140566917","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 synthesis of novel 5-methylsulfanylazolo[1,5-a]pyrimidin-7(4H)-ones and investigation of their chemical and cytotoxic properties 新型 5-甲硫基偶氮并[1,5-a]嘧啶-7(4H)-酮的合成及其化学和细胞毒性研究
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-04-06 DOI: 10.1007/s10593-024-03293-4
Daniil N. Lyapustin, Dilya F. Fayzullina, Irina V. Marusich, Svetlana K. Kotovskaya, Vsevolod V. Melekhin, Maria D. Tokhtueva, Evgeny N. Ulomsky, Vladimir L. Rusinov
{"title":"A synthesis of novel 5-methylsulfanylazolo[1,5-a]pyrimidin-7(4H)-ones and investigation of their chemical and cytotoxic properties","authors":"Daniil N. Lyapustin, Dilya F. Fayzullina, Irina V. Marusich, Svetlana K. Kotovskaya, Vsevolod V. Melekhin, Maria D. Tokhtueva, Evgeny N. Ulomsky, Vladimir L. Rusinov","doi":"10.1007/s10593-024-03293-4","DOIUrl":"https://doi.org/10.1007/s10593-024-03293-4","url":null,"abstract":"<p>A method for the synthesis of novel 5-methylsulfanylazolo[1,5-<i>a</i>]pyrimidin-7(4<i>H</i>)-ones by heterocyclization of 3-aminoazoles and 5-[bis(methylsulfanyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-diones was developed. 5-Methylsulfanyl-7-oxo-4,7-dihydroazolo- [1,5-<i>a</i>]pyrimidine-6-carboxylic acid was isolated during optimization of the process, which allowed us to establish the sequence of transformations of this heterocyclization reaction. The reactivity of the resulting 5-methylsulfanylazolo[1,5-<i>a</i>]pyrimidin-7(4<i>H</i>)-ones in classical electrophilic substitution reactions was studied. The cytotoxic effect of these compounds toward A549, HepG2, and RD tumor cell lines as well as normal HEK-293 cells was assessed.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140566620","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 novel approach to obtain 3-amino-1-benzothiophene-2-carbonitriles 获得 3-氨基-1-苯并噻吩-2-甲腈的新方法
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-04-05 DOI: 10.1007/s10593-024-03299-y
Dmitry S. Ivanov, Anatolii I. Sokolov, Alexander Yu. Smirnov, Mikhail S. Baranov
{"title":"A novel approach to obtain 3-amino-1-benzothiophene-2-carbonitriles","authors":"Dmitry S. Ivanov, Anatolii I. Sokolov, Alexander Yu. Smirnov, Mikhail S. Baranov","doi":"10.1007/s10593-024-03299-y","DOIUrl":"https://doi.org/10.1007/s10593-024-03299-y","url":null,"abstract":"<p>A simple one-step protocol for the synthesis of 3-amino-1-benzothiophene-2-carbonitriles from commercially or synthetically readily available <i>S</i>-(cyanomethyl) <i>O</i>-ethyl carbodithionate and 2-fluorobenzonitriles was developed.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140566698","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 chromeno[2,3-c]pyrrol-9(2H)-ones (microreview) 铬并[2,3-c]吡咯-9(2H)-酮的合成（微型综述）
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-15 DOI: 10.1007/s10593-024-03264-9
Viktoriia S. Moskvina, Volodymir P. Khilya
{"title":"Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones (microreview)","authors":"Viktoriia S. Moskvina, Volodymir P. Khilya","doi":"10.1007/s10593-024-03264-9","DOIUrl":"https://doi.org/10.1007/s10593-024-03264-9","url":null,"abstract":"<p>\u0000<img alt=\"\" src=\"//media.springernature.com/lw275/springer-static/image/art%3A10.1007%2Fs10593-024-03264-9/MediaObjects/10593_2024_3264_Figc_HTML.png\"/>\u0000This microreview provides a comprehensive analysis of synthetic approaches to chromeno[2,3-<i>c</i>]pyrrol-9(2<i>H</i>)-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.</p><figure></figure>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139475601","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 of indolizin-1-ylphosphonates via the reaction of ethynylphosphonates with pyridinium methylides 通过乙炔基膦酸盐与吡啶鎓甲酯反应合成吲哚利嗪-1-基膦酸盐
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-13 DOI: 10.1007/s10593-024-03272-9
{"title":"The synthesis of indolizin-1-ylphosphonates via the reaction of ethynylphosphonates with pyridinium methylides","authors":"","doi":"10.1007/s10593-024-03272-9","DOIUrl":"https://doi.org/10.1007/s10593-024-03272-9","url":null,"abstract":"<p> <span> <span> <img alt=\"\" src=\"https://static-content.springer.com/image/MediaObjects/10593_2024_3272_Figa_HTML.png\"/> </span> </span></p> <p>The reaction of diethyl ethynyl- and 2-phenylethynylphosphonates with pyridinium methylides generated <em>in situ</em> 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 temperature in the K<sub>2</sub>CO<sub>3</sub>–MeCN system, while reactions with 2-phenylethynylphosphonate proceeded at elevated temperatures and resulted in lower indolizine yields.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139463550","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
Contemporary approaches to the synthesis of cyclic sulfonates (microreview) 合成环状磺酸盐的当代方法（微型综述）
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-13 DOI: 10.1007/s10593-024-03265-8
{"title":"Contemporary approaches to the synthesis of cyclic sulfonates (microreview)","authors":"","doi":"10.1007/s10593-024-03265-8","DOIUrl":"https://doi.org/10.1007/s10593-024-03265-8","url":null,"abstract":"<p> <span> <span> <img alt=\"\" src=\"https://static-content.springer.com/image/MediaObjects/10593_2024_3265_Figb_HTML.png\"/> </span> </span></p> <p> <span> <img alt=\"\" src=\"https://static-content.springer.com/image/MediaObjects/10593_2024_3265_Figc_HTML.png\"/> </span> 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.</p> <p><span> <span> <img alt=\"\" src=\"https://static-content.springer.com/image/MediaObjects/10593_2024_3265_Figd_HTML.png\"/> </span> </span></p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139463528","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 and antiproliferative activity of new oxazole-steroid glycoconjugates 新型噁唑-类固醇糖轭化合物的合成与抗增殖活性
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-13 DOI: 10.1007/s10593-024-03277-4
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
{"title":"Synthesis and antiproliferative activity of new oxazole-steroid glycoconjugates","authors":"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","doi":"10.1007/s10593-024-03277-4","DOIUrl":"https://doi.org/10.1007/s10593-024-03277-4","url":null,"abstract":"<p>Conjugation of glycosyl isothiocyanates and steroidal amino alcohol derived from estrone, followed by an oxidative cyclodesulfuration reaction allowed the synthesis of a new class of bioactive molecules. This rapid and versatile protocol represents a useful approach toward the synthesis of a wide variety of novel 2-aminobenzoxazoles. The glycoconjugates (mono- and disaccharides) were successfully obtained in good to excellent yields. The acetyl-protected and deprotected compounds were screened for antiproliferative activity against six human cancer cell lines; a total of eight compounds showed mild to moderate activity. Remarkably, both derivatives bearing a mannose moiety exhibited GI<sub>50</sub> values at the low μM range.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139463529","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
Highly diastereoselective synthesis of pyridinium-substituted piperidin-2-ones from pyridinium ylides, aldehydes, Michael acceptors, and ammonium acetate 由吡啶鎓酰化物、醛、迈克尔受体和乙酸铵高非对映选择性合成吡啶鎓取代的哌啶-2-酮
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-13 DOI: 10.1007/s10593-024-03271-w
Andrey D. Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko, Radmir N. Akchurin, Yana V. Derkach, Anatoly N. Vereshchagin
{"title":"Highly diastereoselective synthesis of pyridinium-substituted piperidin-2-ones from pyridinium ylides, aldehydes, Michael acceptors, and ammonium acetate","authors":"Andrey D. Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko, Radmir N. Akchurin, Yana V. Derkach, Anatoly N. Vereshchagin","doi":"10.1007/s10593-024-03271-w","DOIUrl":"https://doi.org/10.1007/s10593-024-03271-w","url":null,"abstract":"<p>A novel four-component diastereoselective synthesis of piperidin-2-one salts containing a quaternized pyridine unit is reported. The Michael–Mannich cascade was conducted using Michael acceptors, pyridinium ylides, aromatic aldehydes, and ammonium acetate in methanol. It is a convenient approach to the synthesis of 1-((3<i>SR</i>,4<i>RS</i>,6<i>SR</i>)-4,6-diaryl-5,5-dicyano-2-oxopiperidin-3-yl)pyridin-1-ium halides with three stereocenters in 48–84% yield or 1-[(3<i>SR</i>,4<i>RS</i>,5<i>RS</i>,6<i>SR</i>)-4,6-diaryl-5-cyano-5-(methoxycarbonyl)-2-oxopiperidin-3-yl]-pyridin-1-ium halides with four stereocenters in 44–74%. This reaction is highly stereoselective. Only one diastereomer was formed. Ammonium acetate plays a dual role, acting as a base and as a nitrogen source. Structures of the synthesized compounds were confirmed by <sup>1</sup>H, <sup>13</sup>C NMR, IR, and mass spectra. The formation of a single diastereomer was confirmed by singe crystal X-ray diffraction studies. Products were obtained by simple filtration, and other purification methods as column chromatography were not necessary.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139463372","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 one-pot thiomethylation of pyrrole and indoles 吡咯和吲哚的一锅硫代甲基化反应
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-01-12 DOI: 10.1007/s10593-024-03278-3
Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova
{"title":"A one-pot thiomethylation of pyrrole and indoles","authors":"Vnira R. Akhmetova, Danil V. Leont’ev, El’mira M. Galimova, Ekaterina S. Mescheryakova","doi":"10.1007/s10593-024-03278-3","DOIUrl":"https://doi.org/10.1007/s10593-024-03278-3","url":null,"abstract":"<p>C(sp<sup>2</sup>)H functionalization of pyrrole, indole, indolyl-3-acetic acid (heteroauxin), and 2-amino-3-(indol-3yl)propionic acid (tryptophan) was carried out <i>via</i> a one-pot <i>C</i>-thiomethylation with formaldehyde and mercaptans in pyridine which simultaneously played the role of a catalyst and solvent. The possibility of the synthesis of structurally diverse sulfanyl methylindoles depending on the nature of the reagents was demonstrated.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139463526","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
首页 上一页 下一页 尾页
0
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整，为了账户安全，请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
请完成安全验证×
相关产品
×
本文献相关产品
联系我们：info@booksci.cn Book学术提供免费学术资源搜索服务，方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号：481959085
Book学术官方微信