Synthetic Communications最新文献

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Recent synthetic methodologies for transition metal-catalyzed S-arylation reactions 过渡金属催化s -芳基化反应的最新合成方法
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-01-02 Epub Date: 2025-11-04 DOI: 10.1080/00397911.2025.2582183
Saeeda Mubashra (Data curation Methodology Software Visualization Writing – original draft) , Matloob Ahmad (Conceptualization Investigation Supervision Writing – original draft Writing – review & editing) , Nasir Rasool (Conceptualization Investigation Writing – review & editing) , Sana Aslam (Conceptualization Investigation Writing – original draft Writing – review & editing)
{"title":"Recent synthetic methodologies for transition metal-catalyzed S-arylation reactions","authors":"Saeeda Mubashra (Data curation Methodology Software Visualization Writing – original draft) ,&nbsp;Matloob Ahmad (Conceptualization Investigation Supervision Writing – original draft Writing – review & editing) ,&nbsp;Nasir Rasool (Conceptualization Investigation Writing – review & editing) ,&nbsp;Sana Aslam (Conceptualization Investigation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2582183","DOIUrl":"10.1080/00397911.2025.2582183","url":null,"abstract":"<div><div>Organosulfur compounds have emerged as an important class of bioactive molecules in drug discovery. The <em>S</em>-arylated compounds using various sulfur surrogates act as precursors for drugs and biologically active compounds. This review article offers a dynamic discussion on <em>S</em>-arylation reactions of organosulfur compounds reported in the literature during 2020–2025. The synthetic approaches include multicomponent reaction, nucleophilic substitution, reductive and deoxygenative cross-coupling, Sandmeyer-type arylation, Ullmann, and Chan-Evan-Lam type cross-coupling reactions to afford <em>S</em>-arylated compounds. The key purpose of this review is to offer a concise summary of recently reported methods using mild, selective, and sustainable transition metal-catalyzed approaches for <em>S</em>-arylation, overcoming the challenges of harsh conditions, toxicity, and regioselectivity.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 1","pages":"Pages 1-32"},"PeriodicalIF":1.8,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146006517","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 cytotoxic evaluation of 2-aminobenzothiazole amide derivatives inspired by hydroxamate structural motifs 基于羟基甲酸酯结构基序的2-氨基苯并噻唑酰胺衍生物的合成及细胞毒性评价
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-01-02 Epub Date: 2026-01-22 DOI: 10.1080/00397911.2026.2616660
Dinh Thi Cuc (Writing – review & editing) , Hoai Thu Pham (Formal analysis) , Nguyen Thi Hien (Formal analysis) , Luu Duc Phuong (Methodology) , Tran Quang Hung (Formal analysis) , Dang Thi Mai (Validation) , Tran Dang Thuan (Methodology) , Nguyen Thi Le Huyen (Supervision) , Ba Thi Duong (Methodology) , Nguyen Thi Ngoan (Formal analysis)
{"title":"Synthesis and cytotoxic evaluation of 2-aminobenzothiazole amide derivatives inspired by hydroxamate structural motifs","authors":"Dinh Thi Cuc (Writing – review & editing) ,&nbsp;Hoai Thu Pham (Formal analysis) ,&nbsp;Nguyen Thi Hien (Formal analysis) ,&nbsp;Luu Duc Phuong (Methodology) ,&nbsp;Tran Quang Hung (Formal analysis) ,&nbsp;Dang Thi Mai (Validation) ,&nbsp;Tran Dang Thuan (Methodology) ,&nbsp;Nguyen Thi Le Huyen (Supervision) ,&nbsp;Ba Thi Duong (Methodology) ,&nbsp;Nguyen Thi Ngoan (Formal analysis)","doi":"10.1080/00397911.2026.2616660","DOIUrl":"10.1080/00397911.2026.2616660","url":null,"abstract":"<div><div>In this study, a series of amide derivatives based on the 2-aminobenzothiazole scaffold, structurally inspired by hydroxamic acid (hydroxamate) frameworks, were successfully synthesized in good yields. Their structures were confirmed by spectroscopic techniques, and the compounds were evaluated for cytotoxic activity against MCF-7 and KB human cancer cell lines using the MTT assay. Among the synthesized compounds, compound 3d exhibited notable cytotoxic effects, with IC<sub>50</sub> values ranging from 27.06 to 85.28 µM. Preliminary structure–activity observations suggest that modifications of the amide functionality and the benzothiazole ring influence the observed cytotoxicity. These findings provide preliminary insights into the cytotoxic potential of benzothiazole-based amide derivatives and support further mechanistic investigations.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 1","pages":"Pages 75-82"},"PeriodicalIF":1.8,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146006520","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Cyclocondensation of bromoacetaldehyde diethyl acetal with 2-amino-N-(aryl/alkyl)-2-thioxoacetamides: a novel synthesis of N-(aryl/alkyl)thiazole-2-carboxamides 溴乙醛缩二乙醛与2-氨基-N-(芳基/烷基)-2-硫氧乙酰胺的环缩合反应:N-(芳基/烷基)噻唑-2-羧酰胺的新合成方法
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-01-02 Epub Date: 2025-12-26 DOI: 10.1080/00397911.2025.2608344
Kanaka Vijayashankar Honnabandar (Conceptualization) , Nagarakere C. Sandhya (Conceptualization) , Chaitra G. Reddy (Conceptualization) , Toreshettahally R. Swaroop (Supervision Writing – original draft) , Kempegowda Mantelingu (Supervision Writing – review & editing)
{"title":"Cyclocondensation of bromoacetaldehyde diethyl acetal with 2-amino-N-(aryl/alkyl)-2-thioxoacetamides: a novel synthesis of N-(aryl/alkyl)thiazole-2-carboxamides","authors":"Kanaka Vijayashankar Honnabandar (Conceptualization) ,&nbsp;Nagarakere C. Sandhya (Conceptualization) ,&nbsp;Chaitra G. Reddy (Conceptualization) ,&nbsp;Toreshettahally R. Swaroop (Supervision Writing – original draft) ,&nbsp;Kempegowda Mantelingu (Supervision Writing – review & editing)","doi":"10.1080/00397911.2025.2608344","DOIUrl":"10.1080/00397911.2025.2608344","url":null,"abstract":"<div><div>In this article, we report an important extended work of the Hantzsch synthesis of thiazoles by reacting novel 2-amino-<em>N</em>-(aryl/alkyl)-2-thioxoacetamides with bromoacetaldehyde diethyl acetal in DMF at 80 °C. We synthesized required 2-amino-<em>N</em>-(aryl/alkyl)-2-thioxoacetamides by reacting 2-oxo-2-(aryl/alkylamino)ethanedithioates with ammonia, which is generated <em>in situ</em> by mixing ammonium chloride and sodium acetate in acetonitrile at room temperature. We have also proposed a possible mechanism of formation of thiazoles. High yields, comparatively less reaction times and mild conditions are the important features of this procedure.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 1","pages":"Pages 33-43"},"PeriodicalIF":1.8,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146006515","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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, antimicrobial evaluation, and molecular docking study of fenchol- and menthol-based derivatives 芬醇和薄荷醇衍生物的合成、抗菌评价及分子对接研究
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-01-02 Epub Date: 2026-01-22 DOI: 10.1080/00397911.2026.2613299
Fatma Salaheldin Mohamed (Data curation Methodology Software Validation Writing – original draft Writing – review & editing) , Ahmed I. Hashem (Supervision Visualization Writing – review & editing) , Mahmoud F. Ismail (Supervision Writing – review & editing) , Mamdouh A. Abu-Zaied (Data curation Investigation Methodology Supervision Validation Writing – original draft Writing – review & editing) , Galal A. M. Nawwar (Conceptualization Methodology Project administration Supervision Validation Writing – review & editing)
{"title":"Synthesis, antimicrobial evaluation, and molecular docking study of fenchol- and menthol-based derivatives","authors":"Fatma Salaheldin Mohamed (Data curation Methodology Software Validation Writing – original draft Writing – review & editing) ,&nbsp;Ahmed I. Hashem (Supervision Visualization Writing – review & editing) ,&nbsp;Mahmoud F. Ismail (Supervision Writing – review & editing) ,&nbsp;Mamdouh A. Abu-Zaied (Data curation Investigation Methodology Supervision Validation Writing – original draft Writing – review & editing) ,&nbsp;Galal A. M. Nawwar (Conceptualization Methodology Project administration Supervision Validation Writing – review & editing)","doi":"10.1080/00397911.2026.2613299","DOIUrl":"10.1080/00397911.2026.2613299","url":null,"abstract":"<div><div>A new series of substituted heterocyclic compounds was synthesized through the reaction of cyanoacetyl derivatives <strong>3a,b</strong> with various reagents, including substituted aldehydes <strong>4a–e</strong>, aryl diazonium salts <strong>7a–b</strong>, 2-cyano-3-(5-methylfuran-2-yl)acrylic acid ethyl ester <strong>11a</strong>, and 2-(5-methylfuran-2-ylmethylene)malononitrile <strong>11b</strong> under basic condition. The structures of the obtained compounds were confirmed by elemental and spectral analyses. Additionally, the mechanisms of their formation were considered. The antimicrobial activities of the synthesized compounds were evaluated against six microbial strains, including Gram-positive and Gram-negative bacteria as well as fungi. The tested compounds exhibited different degrees of antibacterial activity compared with the standard drugs. Compounds <strong>3b</strong> and <strong>10b</strong> displayed broad-spectrum activity, with compound <strong>10b</strong> showing the highest efficacy; its inhibition zones were nearly twice those of the reference drugs. <em>In silico</em> molecular docking analyses of compounds <strong>10a</strong> and <strong>10b</strong> revealed comparable binding affinities toward <em>Escherichia coli</em> DNA gyrase B.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 1","pages":"Pages 53-74"},"PeriodicalIF":1.8,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146006514","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
6-Amino-7-fluoro-2H-benzo[b][1,4]oxazin-3(4H)-one, a crucial intermediate in the synthesis of herbicides, flumioxazin and thidiazimin 6-氨基-7-氟- 2h -苯并[b][1,4]恶嗪-3(4H)- 1,是合成除草剂氟恶嗪和噻嗪的重要中间体
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-01-02 Epub Date: 2026-01-22 DOI: 10.1080/00397911.2025.2612513
Prakash Suman Behera (Data curation Formal analysis Investigation Methodology Validation Visualization Writing – original draft) , Devendra Nagineni (Data curation Methodology Validation Visualization Writing – original draft) , Naga Pranathi Abburi (Data curation Formal analysis Methodology Visualization Writing – review & editing) , Srinivas Kantevari (Conceptualization Formal analysis Funding acquisition Investigation Methodology Project administration Supervision Writing – original draft Writing – review & editing)
{"title":"6-Amino-7-fluoro-2H-benzo[b][1,4]oxazin-3(4H)-one, a crucial intermediate in the synthesis of herbicides, flumioxazin and thidiazimin","authors":"Prakash Suman Behera (Data curation Formal analysis Investigation Methodology Validation Visualization Writing – original draft) ,&nbsp;Devendra Nagineni (Data curation Methodology Validation Visualization Writing – original draft) ,&nbsp;Naga Pranathi Abburi (Data curation Formal analysis Methodology Visualization Writing – review & editing) ,&nbsp;Srinivas Kantevari (Conceptualization Formal analysis Funding acquisition Investigation Methodology Project administration Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2612513","DOIUrl":"10.1080/00397911.2025.2612513","url":null,"abstract":"<div><div>An efficient synthesis of 6-amino-7-fluoro-2<em>H</em>-benzo[<em>b</em>][1,4]oxazin-3(4<em>H</em>)-one, a key intermediate in the preparation of the herbicides flumioxazin and thidiazimin, is accomplished in three steps from readily available 1,3-difluorobenzene. The key steps of nitration, condensation, and reductive cyclization were optimized to obtain the product in 78% overall yield with 99.4% purity.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 1","pages":"Pages 44-52"},"PeriodicalIF":1.8,"publicationDate":"2026-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146006516","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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 tricarbocyanines with ionogenic functional groups: Toward the development of efficient synthetic sensors 具有离子生成官能团的三碳菁的合成:迈向高效合成传感器的发展
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-12-17 Epub Date: 2025-12-20 DOI: 10.1080/00397911.2025.2602773
Irina A. Doroshenko (Conceptualization Writing – original draft) , Nazar V. Shmychkov (Investigation Visualization) , Anna V. Shik (Investigation) , Irina I. Levina (Investigation) , Mikhail K. Beklemishev (Conceptualization Writing – review & editing) , Tatyana A. Podrugina (Conceptualization Writing – review & editing)
{"title":"Synthesis of tricarbocyanines with ionogenic functional groups: Toward the development of efficient synthetic sensors","authors":"Irina A. Doroshenko (Conceptualization Writing – original draft) ,&nbsp;Nazar V. Shmychkov (Investigation Visualization) ,&nbsp;Anna V. Shik (Investigation) ,&nbsp;Irina I. Levina (Investigation) ,&nbsp;Mikhail K. Beklemishev (Conceptualization Writing – review & editing) ,&nbsp;Tatyana A. Podrugina (Conceptualization Writing – review & editing)","doi":"10.1080/00397911.2025.2602773","DOIUrl":"10.1080/00397911.2025.2602773","url":null,"abstract":"<div><div>For sensing small organic molecules, the tricarbocyanine derivatives are particularly efficient if contain at least two binding sites. As a step toward such ditopic structures, we synthesized the tricarbocyanines bearing ionogenic functional groups in the <em>meso</em>-position and studied their complexes with transition metals. New compounds exhibited a differential colorimetric response to individual pharmaceutical compounds tentatively due to the formation of mixed-ligand complexes.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 24","pages":"Pages 1909-1919"},"PeriodicalIF":1.8,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842316","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Synthetic exploration of nitrogen-containing 5- and 6-membered heterocycles and their fused derivatives 含氮5元和6元杂环及其融合衍生物的合成探索
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-12-17 Epub Date: 2025-10-27 DOI: 10.1080/00397911.2025.2578795
Glanish Jude Martis (Software Writing – original draft) , Praveen S. Mugali (Supervision Writing – review & editing) , Santosh L. Gaonkar (Supervision Writing – review & editing)
{"title":"Synthetic exploration of nitrogen-containing 5- and 6-membered heterocycles and their fused derivatives","authors":"Glanish Jude Martis (Software Writing – original draft) ,&nbsp;Praveen S. Mugali (Supervision Writing – review & editing) ,&nbsp;Santosh L. Gaonkar (Supervision Writing – review & editing)","doi":"10.1080/00397911.2025.2578795","DOIUrl":"10.1080/00397911.2025.2578795","url":null,"abstract":"<div><div>Nitrogen-containing heterocycles have created their own hallmark in the field of organic synthesis, chemical sciences and biological sciences. From the past five years, the recent advances observed in the synthesis of N-containing heterocycles via conventional methods by making use of different reagents, bases and appropriate solvent-systems is a salient prospective of this review. The chemistry behind such syntheses is more impactful when employed with cycloadditions, multicomponent reactions, named-reactions and sustainability approaches will aid for in-depth research in heterocyclic chemistry. The use of microwave and ultrasound techniques also play a key role in making chemistry quick. The C-H activation and direct functionalization of nitrogen-containing heterocycles discussed here is among the hot areas of discussion that provide insights of the heterocyclic molecules. Electrochemical oxidative reactions and biocatalytic utility provide the new methods of synthesis. Altogether, the better understanding of the synthesis of biologically active molecules is more impactful and requisite.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 24","pages":"Pages 1823-1856"},"PeriodicalIF":1.8,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842314","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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, in silico and in vitro assessment of new quinazolinone tethered triazole derivatives as anticancer agents 新型喹唑啉酮系链三唑类抗癌药物的合成、硅法及体外评价
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-12-17 Epub Date: 2025-12-09 DOI: 10.1080/00397911.2025.2601666
Shyam V. Londhe (Data curation Formal analysis Methodology Validation Writing – original draft) , Pornima N. Gund (Formal analysis Investigation Validation) , Abhishek K. Khanzode (Data curation Formal analysis Validation) , Shubham M. Sulakhe (Formal analysis Investigation Software Visualization) , Kavita S. Chavan (Data curation Methodology Visualization) , Prafulla B. Choudhari (Conceptualization Resources Software Supervision Writing – original draft) , Atish T. Paul (Conceptualization Project administration Resources Supervision Writing – review & editing) , Kishan P. Haval (Conceptualization Funding acquisition Project administration Resources Supervision Writing – review & editing)
{"title":"Synthesis, in silico and in vitro assessment of new quinazolinone tethered triazole derivatives as anticancer agents","authors":"Shyam V. Londhe (Data curation Formal analysis Methodology Validation Writing – original draft) ,&nbsp;Pornima N. Gund (Formal analysis Investigation Validation) ,&nbsp;Abhishek K. Khanzode (Data curation Formal analysis Validation) ,&nbsp;Shubham M. Sulakhe (Formal analysis Investigation Software Visualization) ,&nbsp;Kavita S. Chavan (Data curation Methodology Visualization) ,&nbsp;Prafulla B. Choudhari (Conceptualization Resources Software Supervision Writing – original draft) ,&nbsp;Atish T. Paul (Conceptualization Project administration Resources Supervision Writing – review & editing) ,&nbsp;Kishan P. Haval (Conceptualization Funding acquisition Project administration Resources Supervision Writing – review & editing)","doi":"10.1080/00397911.2025.2601666","DOIUrl":"10.1080/00397911.2025.2601666","url":null,"abstract":"<div><div>A new series of quinazolinone–triazole hybrids (5a–q) was synthesized via Cu(I)-catalyzed azide–alkyne cycloaddition. O-Propargylation of compound 1 afforded intermediate 2, which underwent CuAAC with azidobenzenes (3a–q), followed by condensation with anthranilamide to yield the target molecules in good yields. Structures were confirmed by standard spectroscopic techniques. Anticancer evaluation against MCF-7 cells (MTT assay) identified 5a, 5n, and 5o as the most active derivatives, with IC<sub>50</sub> values of 17.21, 20.23, and 14.92 μM, respectively. Docking studies showed strong binding affinities toward CDK2, supported by key hydrogen-bonding and hydrophobic interactions. A 100 ns molecular dynamics simulation further validated the stable binding of the 5o–CDK2 complex. Overall, the study introduces a novel class of quinazolinone–triazole derivatives with promising CDK2-targeted anticancer potential, highlighting 5o as a lead candidate for further optimization.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 24","pages":"Pages 1857-1877"},"PeriodicalIF":1.8,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842315","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
General and efficient I2/DMSO mediated synthesis of chalcogenated indolo[1,2-a]quinoxalines through direct and indirect methodologies 通过直接和间接方法一般和高效的I2/DMSO介导的硫代吲哚[1,2-a]喹诺啉的合成
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-12-17 Epub Date: 2025-12-19 DOI: 10.1080/00397911.2025.2602765
Sayanwita Panja (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Visualization Writing – review & editing) , Arun Dhurey (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Visualization Writing – original draft Writing – review & editing) , Animesh Pramanik (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"General and efficient I2/DMSO mediated synthesis of chalcogenated indolo[1,2-a]quinoxalines through direct and indirect methodologies","authors":"Sayanwita Panja (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Visualization Writing – review & editing) ,&nbsp;Arun Dhurey (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Animesh Pramanik (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2602765","DOIUrl":"10.1080/00397911.2025.2602765","url":null,"abstract":"<div><div>A versatile protocol for the regioselective Csp<sup>2</sup>–H chalcogenation of indolo[1,2-<em>a</em>]quinoxaline derivatives through I<sub>2</sub>/DMSO-catalyzed cross-dehydrogenative coupling (CDC) utilizing arylthiols/arylselenols at 80 °C has been established. This C–H functionalization proceeds selectively at the C3-position of indole fragment embedded in indolo[1,2-<em>a</em>]quinoxaline hybrids integrated with various pharmacologically active units, namely aryl, benzoyl, benzoyl ester and phthalazinones. This robust iodine-catalyzed metal-free technique where DMSO acts as oxidant as well as solvent exhibited broad functional group tolerance and enabled the synthesis of diversely decorated sulfenylated/selenylated indolo[1,2-<em>a</em>]quinoxalines under mild reaction conditions within a short reaction time. Interestingly, these chalcogenated indoloquinoxaline hybrids can be achieved via a regioselective cascade C-H activation through two possible reaction pathways, one involving C-insertion followed by chalcogenation (direct) and the other one involving chalcogenation followed by C-insertion (indirect).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 24","pages":"Pages 1891-1908"},"PeriodicalIF":1.8,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842313","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
An efficient synthesis of xanthene derivatives enhanced by magnetic deep eutectic solvent from choline chloride and ferric (III) chloride 以氯化胆碱和氯化铁为原料,用磁性深共晶溶剂增强合成了蒽衍生物
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2025-12-17 Epub Date: 2025-12-18 DOI: 10.1080/00397911.2025.2599467
Vinh Hoang-Phu Nguyen (Investigation) , Dung Duc Pham (Investigation)
{"title":"An efficient synthesis of xanthene derivatives enhanced by magnetic deep eutectic solvent from choline chloride and ferric (III) chloride","authors":"Vinh Hoang-Phu Nguyen (Investigation) ,&nbsp;Dung Duc Pham (Investigation)","doi":"10.1080/00397911.2025.2599467","DOIUrl":"10.1080/00397911.2025.2599467","url":null,"abstract":"<div><div>In this study, magnetic deep eutectic solvents with Lewis acid catalytic properties were synthesized for the solvent-free condensation of 1,8-dioxooctahydroxanthene (xanthene) derivatives. The originality of this study is that magnetic deep eutectic solvents based on choline chloride and Lewis acids were investigated for the first time in the condensation reaction of xanthene derivatives. Research results indicated that ferric (III) chloride worked as an efficient catalyst, but nickel (II) chloride and cobalt (II) chloride just yielded intermediate products, and the hydrogen bond donor, choline chloride, improved the catalytic efficiency of Fe<sup>3+</sup>. The catalyst composed of choline chloride and ferric (III) chloride exhibited the most notable enhancement in the reaction, yielding corresponding xanthene derivatives in high yields and within a short reaction time. The formation of the catalysts was evaluated by FTIR, TGA, VSM, and Raman methods, and their stability and reusability were examined. The catalyst showed stability after five cycles. The research also demonstrated that a 1:2 ratio of choline chloride to ferric (III) chloride supported effective intermolecular hydrogen bonding, consequently boosting the catalytic effectiveness of Fe³<sup>+</sup> ions in the procedure.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 24","pages":"Pages 1878-1890"},"PeriodicalIF":1.8,"publicationDate":"2025-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145842312","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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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