{"title":"Efficient synthesis and characterization of novel 11-amino-chromeno[2,3-b]quinolin-1-one derivatives via a one-pot strategy","authors":"Raşit Fikret Yılmaz (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2693146","DOIUrl":"10.1080/00397911.2026.2693146","url":null,"abstract":"<div><div>A highly effective three-component reaction method was described for the synthesis of 2-amino-4<em>H</em>-chromene derivatives by refluxing malononitrile, assorted aromatic aldehydes, and 1,3-cyclohexadione in EtOH with catalytic amounts of triethylamine. Intermediates were obtained in excellent yields in a short time in a one-pot procedure. The obtained intermediates were reacted with cyclohexanone and AlCl<sub>3</sub> to give new tacrine derivatives. In this study, 14 different compounds were synthesized and structurally characterized, including 7 intermediates and 7 final products. The key advantages of this multi-component approach include simple reaction conditions, readily available and inexpensive starting materials, and elevated yields with comparatively short reaction times.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 13","pages":"Pages 1035-1045"},"PeriodicalIF":2.0,"publicationDate":"2026-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148646677","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}
{"title":"Cyclocondensation of hydrazine with α-oxodithioesters: a new method for the synthesis of 2,5-bis(acyl)-1,3,4-thiadiazoles","authors":"Ansar Ansar (Methodology), Kumar Kavya (Data curation), Mallesha Nayaka Sahana (Formal analysis), Toreshettahally R. Swaroop (Conceptualization Supervision Writing – original draft), Kempegowda Mantelingu (Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2699256","DOIUrl":"10.1080/00397911.2026.2699256","url":null,"abstract":"<div><div>In this article, we report the synthesis of 2,5-bis(acyl)-1,3,4-thiadiazoles by the annulation of hydrazine sulfate with α-oxodithioesters in ethanol in the presence of anhydrous sodium acetate at 70 °C for 4–5 h. A good number of examples demonstrated the generality of the reaction in which diverse substrates with aryl and heteroaryl groups were compatible. The only exceptions were α-oxodithioesters with nitro group gave ethyl nitrobenzoates instead of anticipated 1,3,4-thiadiazoles. Good yield, fair substrate scope and use of ethanol as green solvent are the attractive features of this method.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 13","pages":"Pages 1046-1053"},"PeriodicalIF":2.0,"publicationDate":"2026-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148646680","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}
{"title":"One-pot protocol for the synthesis of N-substituted amides from nitriles and alcohols using thiamine hydrochloride (VB1) under solvent-free conditions","authors":"Shripad Patil (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2699994","DOIUrl":"10.1080/00397911.2026.2699994","url":null,"abstract":"<div><div>A new and convenient protocol for the synthesis of <em>N</em>-substituted amide analogs has occurred from nitriles and secondary alcohols using thiamin hydrochloride (VB<sub>1</sub>) as an organocatalyst. This protocol is an alternate synthetic route to the formation of amides by the Ritter reaction, which is one of the most useful methods for the preparation of <em>N</em>-substituted amides from nitriles to alcohols. In this protocol, firstly, thiamin hydrochloride (VB<sub>1</sub>) activates the alcohol attacked by nitrile to form <em>N</em>-substituted amide derivatives. This protocol can also be used for the preparation of benzhydryl ether. The novel route has been develop for the synthesis of <em>N</em>-substituted amide from alcohol using thiamin hydrochloride as a green organocatalyst.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 13","pages":"Pages 1054-1067"},"PeriodicalIF":2.0,"publicationDate":"2026-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148646678","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}
Synthetic CommunicationsPub Date : 2026-07-03Epub Date: 2026-07-25DOI: 10.1080/00397911.2026.2696335
Amol R. Shelar (Data curation Formal analysis Investigation Methodology Validation Visualization), Kisan M. Gadave (Supervision Validation), Kiran D. Dhawale (Methodology), Madhuri S. Pansare (Formal analysis Investigation Methodology Software), Ajit P. Ingale (Supervision Validation Writing – original draft Writing – review & editing)
{"title":"Sustainable, metal-free synthesis of 1-amidoalkyl-2-naphthols using maleic acid under solvent-free conditions","authors":"Amol R. Shelar (Data curation Formal analysis Investigation Methodology Validation Visualization), Kisan M. Gadave (Supervision Validation), Kiran D. Dhawale (Methodology), Madhuri S. Pansare (Formal analysis Investigation Methodology Software), Ajit P. Ingale (Supervision Validation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2696335","DOIUrl":"10.1080/00397911.2026.2696335","url":null,"abstract":"<div><div>We have developed a novel, environmentally friendly one-pot method for the synthesis of 1-amidoalkyl-2-naphthols from aldehydes, β-naphthol, and amides. This approach uses biodegradable maleic acid as a catalyst and does not require solvents, making it a greener choice than traditional methods that use metals, strong acids, or toxic solvents. The process is efficient, works with many starting materials, and makes it easy to isolate the product without chromatography. By avoiding hazardous solvents, this method is practical, sustainable, and provides an effective way to make functionalized naphthalene derivatives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 13","pages":"Pages 1024-1034"},"PeriodicalIF":2.0,"publicationDate":"2026-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148646679","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}
Synthetic CommunicationsPub Date : 2026-07-03Epub Date: 2026-05-10DOI: 10.1080/00397911.2026.2669989
Cai Zhang (Writing – review & editing)
{"title":"Synthesis and cyclization of benzo[c][1,2]dithiol-3-ones","authors":"Cai Zhang (Writing – review & editing)","doi":"10.1080/00397911.2026.2669989","DOIUrl":"10.1080/00397911.2026.2669989","url":null,"abstract":"<div><div>Although benzo[<em>c</em>][1,2]dithiol-3-ones are a class of potentially biologically active drugs, there have been few reports on their new synthesis strategies and applications in organic synthesis in recent years. This article provides an overview of the synthesis methods of benzo[<em>c</em>][1,2]dithiol-3-ones and their involvement in cyclization reactions in recent years. We categorized the cycloaddition reactions involving benzo[<em>c</em>][1,2]dithiol-3-ones into five headings, such as [4 + 1] cycloadditions, [4 + 1 + 1] cycloadditions, [4 + 2] cycloadditions, [4 + 3] cycloadditions, and [4 + 4] cycloadditions. The fact showed that these cycloaddition strategies were very effective and provided various heterocyclic compounds with ideal results. In addition, the mechanisms of some cycloaddition reactions have also been discussed in this article.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 13","pages":"Pages 1005-1023"},"PeriodicalIF":2.0,"publicationDate":"2026-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148646681","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}
{"title":"Copper(II)-catalyzed cascade functionalization of 2-(trimethylsilyl)thiazole with two α-aryl diazoesters: Synthesis of highly substituted pyrrolo[2,1-b]thiazol-6(5H)-ones","authors":"Xingrong Ye (Investigation Methodology), Xichen Xu (Conceptualization Funding acquisition Project administration Resources Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2687885","DOIUrl":"10.1080/00397911.2026.2687885","url":null,"abstract":"<div><div>Thiazole heterocycles possess electronic characteristics that render them valuable scaffolds in medicinal chemistry. A copper(I)-catalyzed cascade reaction employing two equivalents of α‑aryl diazoesters has previously been shown to convert thiazoles into densely functionalized 4‑thiazolines. In the present study, we demonstrate that utilization of a trimethylsilyl (TMS)‑protected substrate—2‑TMS thiazole—diverts this reaction pathway and furnishes highly substituted pyrrolo[2,1‑<em>b</em>]thiazol‑6(5<em>H</em>)-ones under Cu(hfacac)<sub>2</sub> catalysis. Mechanistic investigations indicate that the catalytic cycle proceeds via an in situ copper carbene intermediate intercepted by the nitrogen atom of the thiazole ring. A subsequent [1,2]-Stevens rearrangement coupled with a directed migration of the TMS group enforces exclusive <em>E</em>‑configuration of a key alkenyl intermediate; this stereochemical bias governs downstream transformations and culminates in the stereoselective synthesis of functionalized pyrrolo[2,1‑<em>b</em>]thiazol‑6(5<em>H</em>)-ones. These results illustrate how stereoelectronic effects can be exploited to steer a catalytic sequence toward divergent product manifolds.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 12","pages":"Pages 960-970"},"PeriodicalIF":2.0,"publicationDate":"2026-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148504116","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}
{"title":"Synthesis, characterization, antibacterial and molecular docking studies of potential impurities of sparsentan","authors":"Bajari Narasimhareddy (Conceptualization Formal analysis Methodology Writing – original draft), Gade Srinivas Reddy (Formal analysis), Yashwanthi Surisetty (Software), Srinivasadesikan Venkatesan (Conceptualization Formal analysis Project administration Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2691825","DOIUrl":"10.1080/00397911.2026.2691825","url":null,"abstract":"<div><div>The process-related impurities of Sparsentan namely the open-ring derivative, methyl analogue, <em>N,N</em>-dimethyl derivative, structural-isomer, and dimeric product are an antagonist of endothelin and angiotensin receptor. Each impurity was synthesized and confirmed by FT–IR,<em><sup>1</sup>H,<sup>13</sup>C</em>-NMR and LC-MS analyses, provide structural evidence. Correlating with these findings, the Methyl analogue 12 showed the highest antibacterial activity in vitro, with inhibition zones of 1.4 cm against <em>Staphylococcus aureus</em> and 1.2 cm against <em>Escherichia coli</em>, comparable to ampicillin. These results demonstrate the importance of impurity profiling in evaluating both chemical stability and biological response. Moreover, molecular docking studies against <em>Staphylococcus aureus</em> Sortase A (PDB:1T2W) revealed the methyl analogue 12 exhibited the strongest binding affinity with a binding energy of −8.44 kcal/mol, involving key interactions with TYR187, ASP185 and ILE123 correlated well with experimental antibacterial results. The mechanistic insights may contribute to improved control of impurity generation during the industrial synthesis of Sparsentan.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 12","pages":"Pages 971-981"},"PeriodicalIF":2.0,"publicationDate":"2026-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148504117","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}
{"title":"A rational synthesis of benzylidene diarylheptanoids: A hybrid of combretastatin A and mono-keto curcumin","authors":"Pravinkamaraj Ponraj (Data curation Formal analysis Methodology Project administration Writing – original draft), Saravanakumar Rajendran (Conceptualization Data curation Project administration Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2690254","DOIUrl":"10.1080/00397911.2026.2690254","url":null,"abstract":"<div><div>Combretastatin A’s (CA1–CA5) are important <em>cis-</em>stilbenoid-type anticancer natural products that suffer from short biological half-life and <em>cis-trans</em> isomerization <em>in vivo</em>. Herein, the synthesis of a novel class of benzylidene diarylheptanoids based on combretastatin A and mono-keto curcumin is demonstrated. Where the <em>cis</em>-form of combretastatin A is locked to mono-keto curcumin. Aldol condensation of combretastatin aldehyde with a ketone (acetone/cyclopentanone/cyclohexanone/<em>N</em>-methyl-4-piperidone) in the presence of a base (LiOH/Ba(OH)₂) affords target compounds in 36–70% yield. Target compounds and their precursors, combretastatin aldehydes, were completely characterized by spectroscopic methods and single-crystal XRD studies. Our efforts offer natural products (combretastatin A and mono-keto curcumin), based novel and isomerically stable benzylidene diarylheptanoids of great potential for cancer chemotherapy.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 12","pages":"Pages 982-994"},"PeriodicalIF":2.0,"publicationDate":"2026-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148504118","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}
{"title":"A review on synthetic strategies and pharmacological studies of pyrimido[4,5-b]quinoline scaffolds","authors":"Vishwa Thakor (Conceptualization Data curation Formal analysis Funding acquisition Writing – original draft), Pratik Patel (Methodology Resources Software Writing – review & editing), Paresh Patel (Supervision Validation Writing – review & editing)","doi":"10.1080/00397911.2026.2654021","DOIUrl":"10.1080/00397911.2026.2654021","url":null,"abstract":"<div><div>Pyrimido[4,5-<em>b</em>]quinoline scaffolds constitute an important class of fused nitrogen-containing heterocycles with significant synthetic and pharmacological relevance. Considerable progress has been achieved in their synthesis through intramolecular and intermolecular cyclization reactions, multicomponent one-pot methodologies, microwave-assisted techniques, mechanochemical approaches, and green catalytic systems. These strategies enable efficient access to structurally diverse derivatives with improved yields, reduced reaction times, and enhanced sustainability. Parallel biological evaluations have revealed a broad spectrum of activities, including antibacterial, antifungal, antimalarial and anticancer effects. Several derivatives displayed notable cytotoxicity against tumor cell lines such as MCF-7, HCT116 and LNCaP, while others demonstrated potent antibacterial and antifungal properties with low MIC values and promising efficacy against <em>Plasmodium falciparum</em>. Notably, some compounds exhibited low micromolar IC<sub>50</sub> values underscoring their pharmacological potential. This review provides a focused overview of synthetic methodologies developed for pyrimido[4,5-<em>b</em>]quinolines and their reported biological activities, thereby highlighting their significance as a versatile scaffold in modern drug discovery.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 12","pages":"Pages 923-959"},"PeriodicalIF":2.0,"publicationDate":"2026-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148504145","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}
Synthetic CommunicationsPub Date : 2026-06-18Epub Date: 2026-07-13DOI: 10.1080/00397911.2026.2693732
Tuğçe Nur Uslu Uçar (Formal analysis Methodology), Hakan Kandemir (Supervision Writing – original draft Writing – review & editing), Ibrahim F. Sengul (Writing – original draft Writing – review & editing)
{"title":"Synthesis and characterization of 4,6-dimethylbenzofurans; challenges in benzofuro[3,2-c]quinolines formation","authors":"Tuğçe Nur Uslu Uçar (Formal analysis Methodology), Hakan Kandemir (Supervision Writing – original draft Writing – review & editing), Ibrahim F. Sengul (Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2693732","DOIUrl":"10.1080/00397911.2026.2693732","url":null,"abstract":"<div><div>In this study, 4,6-dimethylbenzofurans were synthesized <em>via</em> the condensation reaction of 3,5-dimethylphenol with various α-bromoacetophenone derivatives in the presence of Al<sub>2</sub>O<sub>3</sub>. The resulting dimethylbenzofurans were then subjected to a Vilsmeier-Haack reaction, leading to selective formylation at the C3 position. Schiff base formation with hydroxylamine was successfully achieved for all benzofuran carbaldehydes, affording the corresponding aldoximes. The attempted synthesis of benzofuro[3,2-c]quinolines through benzoylation and cyclization of the related benzofuran aldoximes is also described.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 12","pages":"Pages 995-1003"},"PeriodicalIF":2.0,"publicationDate":"2026-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148504119","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}