Synthetic Communications最新文献_第5页

Hydrazones as versatile scaffolds: Structural features, NMR insights, and emerging applications 多功能支架腙：结构特点，核磁共振的见解，和新兴的应用

IF 2 3区化学

Synthetic Communications Pub Date : 2026-06-03 Epub Date: 2026-04-15 DOI: 10.1080/00397911.2026.2650538

Rajatha (Conceptualization Data curation Formal analysis Methodology Writing – original draft), Padmapriya M (Data curation Formal analysis Writing – original draft), Santosh L. Gaonkar (Formal analysis Resources Software Supervision Writing – review & editing)

{"title":"Hydrazones as versatile scaffolds: Structural features, NMR insights, and emerging applications","authors":"Rajatha (Conceptualization Data curation Formal analysis Methodology Writing – original draft), Padmapriya M (Data curation Formal analysis Writing – original draft), Santosh L. Gaonkar (Formal analysis Resources Software Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2650538","DOIUrl":"10.1080/00397911.2026.2650538","url":null,"abstract":"<div><div>Hydrazones, derived from hydrazine, possess distinctive structural features and are widely applied in medicinal chemistry, material science, and agrochemical research. This review discusses hydrazones with diverse substituents, synthesized through various strategies, during the period from 2018 to 2025. Their spectroscopic characteristics are analyzed in detail, with particular emphasis on duplicate signals resulting from geometric and conformational isomerism. The impact of elevated temperature on the NMR spectra of hydrazones is also examined. Emerging application of hydrazones in the field of medicine and materials are also discussed. Overall, this work provides a comprehensive and latest overview of the conformational and geometrical properties of aroyl and acyl hydrazones, highlighting key developments over the past seven years. The insights presented are expected to serve as a valuable resource for chemists and researchers in developing and designing novel compounds with enhanced properties for diverse applications in medicine and chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 11","pages":"Pages 829-873"},"PeriodicalIF":2.0,"publicationDate":"2026-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148502774","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

Mechanistic comparison of Pd(0)- and Pd(II)-catalyzed cyclodehydrogenation for carbazole synthesis: Experimental and DFT insights Pd(0)-和Pd(II)-催化环脱氢合成咔唑的机理比较：实验和DFT见解

IF 2 3区化学

Synthetic Communications Pub Date : 2026-06-03 Epub Date: 2026-06-20 DOI: 10.1080/00397911.2026.2687881

Muhammad Hakim Muhamad Adzrill (Investigation Writing – original draft), Aqeel A. Hussein (Data curation Formal analysis Investigation Methodology), Muhammad Kumayl Abdul Wahab (Supervision), Nor Shafiq Mohd Jamel (Methodology), Kai Lin Woon (Conceptualization Supervision), Azhar Ariffin (Conceptualization Funding acquisition Methodology Project administration Supervision Visualization)

{"title":"Mechanistic comparison of Pd(0)- and Pd(II)-catalyzed cyclodehydrogenation for carbazole synthesis: Experimental and DFT insights","authors":"Muhammad Hakim Muhamad Adzrill (Investigation Writing – original draft), Aqeel A. Hussein (Data curation Formal analysis Investigation Methodology), Muhammad Kumayl Abdul Wahab (Supervision), Nor Shafiq Mohd Jamel (Methodology), Kai Lin Woon (Conceptualization Supervision), Azhar Ariffin (Conceptualization Funding acquisition Methodology Project administration Supervision Visualization)","doi":"10.1080/00397911.2026.2687881","DOIUrl":"10.1080/00397911.2026.2687881","url":null,"abstract":"<div><div>Palladium-catalyzed cyclodehydrogenation of diphenylamines provides an efficient route to carbazole frameworks via either Pd(II)-mediated oxidative cyclization or Pd(0)-catalyzed intramolecular arylation. However, direct comparisons of these mechanistically distinct pathways remain limited. Herein, we report a combined experimental and density functional theory (DFT) study comparing Pd(0)- and Pd(II)-catalyzed cyclodehydrogenation in the synthesis of substituted carbazoles. The Pd(0) pathway affords higher yields and cleaner conversions, while computational analyses reveal lower activation barriers for oxidative addition and reductive elimination relative to the CMD-limited Pd(II) pathway. Additionally, NBO and %V<sub>bur</sub> analyses further demonstrate that pivalate ligands enhance Pd(II) reactivity compared to acetate. These results provide mechanistic insight and guidance for the design of efficient palladium-catalyzed carbazole synthesis.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 11","pages":"Pages 910-921"},"PeriodicalIF":2.0,"publicationDate":"2026-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148502773","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

Pyrazolo[3,4-b]quinolinone fluorophore for selective detection of picric acid via fluorescence quenching 吡唑啉[3,4-b]喹啉酮荧光团荧光猝灭法选择性检测苦味酸

IF 2 3区化学

Synthetic Communications Pub Date : 2026-06-03 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2681834

Remani Vasudev Sumesh (Data curation Formal analysis Investigation Methodology Writing – original draft Writing – review & editing), Mathivanan N. (Data curation Formal analysis Investigation Methodology Writing – original draft), Ramya R. (Data curation Methodology), Arthy K. (Data curation Investigation), Ranjith Kumar Raju (Conceptualization Data curation Formal analysis Investigation Methodology Supervision Validation Writing – original draft Writing – review & editing)

{"title":"Pyrazolo[3,4-b]quinolinone fluorophore for selective detection of picric acid via fluorescence quenching","authors":"Remani Vasudev Sumesh (Data curation Formal analysis Investigation Methodology Writing – original draft Writing – review & editing), Mathivanan N. (Data curation Formal analysis Investigation Methodology Writing – original draft), Ramya R. (Data curation Methodology), Arthy K. (Data curation Investigation), Ranjith Kumar Raju (Conceptualization Data curation Formal analysis Investigation Methodology Supervision Validation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2681834","DOIUrl":"10.1080/00397911.2026.2681834","url":null,"abstract":"<div><div>In the present study, pyrazolo[3,4-<em>b</em>]quinolinone-based fluorophore, <strong>DAPQ</strong>, bearing a chalcone with an electron-donating <em>N</em>,<em>N</em>-dimethylamino (NMe<sub>2</sub>) group has been synthesized and employed as a selective fluorescent chemosensor for nitroaromatic explosives. The molecular structure of <strong>DAPQ</strong> has been confirmed using NMR, FT-IR, and ESI-HRMS . <strong>DAPQ</strong> exhibited intense yellow fluorescence, attributed to intramolecular charge transfer facilitated by the strong donor NMe<sub>2</sub> group. Among the various nitroaromatic analytes, the probe demonstrated remarkable selectivity toward picric acid, through fluorescence quenching. The limit of detection for picric acid was found to be 2 µM, demonstrating high sensitivity. Further mechanistic insights have been obtained through NMR titration, and density functional theory calculations, which revealed that hydrogen-bonding interactions, along with charge-transfer processes, play a key role in the fluorescence quenching mechanism.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 11","pages":"Pages 884-898"},"PeriodicalIF":2.0,"publicationDate":"2026-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148502771","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

Tuning of the imidazotriazinethione structures for the regio-divergent synthesis of isomeric imidazothiazolotriazines 区域发散合成异构体咪唑噻唑三嗪的咪唑三嗪硫酮结构调整

IF 2 3区化学

Synthetic Communications Pub Date : 2026-06-03 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2679592

Alexei N. Izmest’ev (Investigation Methodology Resources Visualization), Natalya G. Kolotyrkina (Investigation), Angelina N. Kravchenko (Data curation), Galina A. Gazieva (Conceptualization Writing – original draft Writing – review & editing)

{"title":"Tuning of the imidazotriazinethione structures for the regio-divergent synthesis of isomeric imidazothiazolotriazines","authors":"Alexei N. Izmest’ev (Investigation Methodology Resources Visualization), Natalya G. Kolotyrkina (Investigation), Angelina N. Kravchenko (Data curation), Galina A. Gazieva (Conceptualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2679592","DOIUrl":"10.1080/00397911.2026.2679592","url":null,"abstract":"<div><div>Two series of isomeric functionalized derivatives of imidazo[4,5-<em>e</em>]thiazolo[3,2-<em>b</em>]-1,2,4-triazine (linear isomer) and imidazo[4,5-<em>e</em>]thiazolo[2,3-<em>c</em>]-1,2,4-triazine (angular isomer) were synthesized <em>via</em> regiodivergent condensation of imidazo[4,5-<em>e</em>]-1,2,4-triazin-3-thiones with acetylene dicarboxylic acid dimethyl and diethyl esters. The direction of condensation depended on aryl substituent position in starting imidazotriazinethione. 7-Alkyl-5-aryl-substituted imidazotriazinethiones reacted with dialkyl acetylenedicarboxylates to afford predominantly linear isomers. In contrast, the reaction of 5-alkyl-7-arylimidazotriazinethiones with dialkyl acetylenedicarboxylates resulted in angularar imidazothiazolotriazines. Previously, similar angular isomers were obtained only by base-catalyzed amidine rearrangement of the linear imidazothiazolotriazines.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 11","pages":"Pages 874-883"},"PeriodicalIF":2.0,"publicationDate":"2026-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148502775","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

2-(R-benzylthio)-5-((5-phenyl-2H-tetrazol-2-yl)methyl)-1,3,4-oxadiazoles: Synthesis, DFT calculations, molecular docking studies and biological evaluation for anticancer activity 2-（r -苄基硫）-5-（（5-苯基- 2h -四唑-2-基）甲基）-1,3,4-恶二唑：合成、DFT计算、分子对接研究和抗癌活性生物学评价

IF 2 3区化学

Synthetic Communications Pub Date : 2026-06-03 Epub Date: 2026-06-14 DOI: 10.1080/00397911.2026.2683885

Olga Mikolaichuk (Supervision Writing – original draft), Dmitrii Antonenko (Conceptualization Formal analysis Investigation), Mariia Skryl’nikova (Investigation Methodology Project administration Validation), Elizaveta Fedortsova (Software Visualization), Kirill Timoshchuk (Software), Anna Kozlova (Formal analysis Software), Olga Shemchuk (Investigation Methodology), Sergey Putis (Investigation Methodology)

{"title":"2-(R-benzylthio)-5-((5-phenyl-2H-tetrazol-2-yl)methyl)-1,3,4-oxadiazoles: Synthesis, DFT calculations, molecular docking studies and biological evaluation for anticancer activity","authors":"Olga Mikolaichuk (Supervision Writing – original draft), Dmitrii Antonenko (Conceptualization Formal analysis Investigation), Mariia Skryl’nikova (Investigation Methodology Project administration Validation), Elizaveta Fedortsova (Software Visualization), Kirill Timoshchuk (Software), Anna Kozlova (Formal analysis Software), Olga Shemchuk (Investigation Methodology), Sergey Putis (Investigation Methodology)","doi":"10.1080/00397911.2026.2683885","DOIUrl":"10.1080/00397911.2026.2683885","url":null,"abstract":"<div><div>Novel 2-(R-benzylthio)-5-((5-phenyl-2<em>H</em>-tetrazol-2-yl)methyl)-1,3,4-oxadiazoles were synthesized and evaluated for anticancer activity using spectroscopic, computational, and in vitro methods. 2-(benzylthio)-5-((5-phenyl-2<em>H</em>-tetrazol-2-yl)methyl)-1,3,4-oxadiazole demonstrated potent cytotoxicity against A549, HCT116, MCF-7, and HepG2 lines (<em>IC</em><sub>50</sub>: 1.8–10.6 μM). Molecular docking identified the epidermal growth factor receptor (EGFR) as a primary target, with 2-((4-chlorobenzyl)thio)-5-((5-phenyl-2H-tetrazol-2-yl)methyl)-1,3,4-oxadiazole (3) exhibiting the highest binding affinity (−8.12 kcal/mol) and consistent potency (<em>IC</em><sub>50</sub>: 2.4–8.1 μM). DFT analysis (B3LYP/6–311++G(d,p)) showed that compound 2 possesses the narrowest HOMO-LUMO gap (5.3468 eV), indicating optimal reactivity. SASA analysis confirmed the aqueous stability of 2-(benzylthio)-5-((5-phenyl-2<em>H</em>-tetrazol-2-yl)methyl)-1,3,4-oxadiazole. Furthermore, ADMET profiling predicted low gastrointestinal absorption and favorable metabolic stability for both derivatives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 11","pages":"Pages 899-909"},"PeriodicalIF":2.0,"publicationDate":"2026-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148502772","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 pyrimidines from flavokavains and their 2′-hydroxychalcone analogues 黄酮类化合物及其2′-羟基查尔酮类似物合成嘧啶类化合物

IF 1.8 3区化学

Synthetic Communications Pub Date : 2026-05-19 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2676712

Laksakarn Songpao (Data curation Formal analysis Investigation Methodology Software Validation Visualization) , Suriyaphong Poprom (Data curation Formal analysis Investigation Methodology Resources Software Validation Visualization) , Nawasit Chotsaeng (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Jatuporn Meesin (Data curation Formal analysis Resources Software Validation Visualization Writing – review & editing)

{"title":"Synthesis of pyrimidines from flavokavains and their 2′-hydroxychalcone analogues","authors":"Laksakarn Songpao (Data curation Formal analysis Investigation Methodology Software Validation Visualization) , Suriyaphong Poprom (Data curation Formal analysis Investigation Methodology Resources Software Validation Visualization) , Nawasit Chotsaeng (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Jatuporn Meesin (Data curation Formal analysis Resources Software Validation Visualization Writing – review & editing)","doi":"10.1080/00397911.2026.2676712","DOIUrl":"10.1080/00397911.2026.2676712","url":null,"abstract":"<div><div>Pyrimidines are an important class of heterocycles with diverse biological activities; however, their synthesis from certain substrates remains challenging. In this work, flavokavains and their derivatives were converted into pyrimidines, although initial reactions under basic conditions gave low yields due to a competing intramolecular isomerization to flavanones. Systematic investigation identified solvent as a key factor, with 1,4-dioxane effectively suppressing flavanone formation and enabling the synthesis of a broad range of pyrimidines in moderate to high yields. Both guanidine and benzamidine served as effective nucleophiles, and the reaction was readily scalable to the gram scale. This protocol provides a practical and efficient route to <em>ortho</em>-hydroxyphenyl-substituted pyrimidines, which may serve as useful scaffolds for medicinal chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 10","pages":"Pages 804-819"},"PeriodicalIF":1.8,"publicationDate":"2026-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148207987","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

A new, efficient, and improved process for the synthesis of key dihydrospiro cyclopenta pyridine intermediate for the preparation of CGRP antagonist drugs 制备CGRP拮抗剂用二氢螺旋环五吡啶关键中间体的新、高效、改进工艺

IF 1.8 3区化学

Synthetic Communications Pub Date : 2026-05-19 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2673528

Pavan Kumar Reddy Bandla (Conceptualization Data curation Investigation Writing – original draft) , Sunder Kumar Kolli (Supervision Writing – review & editing) , Nareshkumar Reddy Kondampally (Formal analysis) , Subba Narasimhulu Porala (Data curation Supervision) , Naresh Reddy Kanakanolla (Data curation) , Chandrasekhar Byravakunta (Investigation)

{"title":"A new, efficient, and improved process for the synthesis of key dihydrospiro cyclopenta pyridine intermediate for the preparation of CGRP antagonist drugs","authors":"Pavan Kumar Reddy Bandla (Conceptualization Data curation Investigation Writing – original draft) , Sunder Kumar Kolli (Supervision Writing – review & editing) , Nareshkumar Reddy Kondampally (Formal analysis) , Subba Narasimhulu Porala (Data curation Supervision) , Naresh Reddy Kanakanolla (Data curation) , Chandrasekhar Byravakunta (Investigation)","doi":"10.1080/00397911.2026.2673528","DOIUrl":"10.1080/00397911.2026.2673528","url":null,"abstract":"<div><div>An efficient and improved synthetic route to dihydrospiro cyclopenta pyridine <strong>1</strong>, a key intermediate for the preparation of CGRP receptor antagonists Ubrogepant <strong>(2)</strong> and Atogepant <strong>(3)</strong> has been developed <em>via</em> five novel intermediates (<strong>7–11</strong>). The methodology commences transmetalation on dibromo chloropyridine <strong>4</strong> with isopropylmagnesiumchloride followed by formylation to afford C-3 aldehyde <strong>5</strong>. Aldol condensation between bromo chloronicotinaldehyde <strong>5</strong> and pyrrolo pyridinone <strong>6</strong>, affording an alkene <strong>7</strong>. Subsequent reduction of <strong>7</strong> yields <strong>8</strong>, which undergoes transmetalation followed by formylation to produce an aldehyde <strong>9</strong>. Reduction of <strong>9</strong> with NaBH<sub>4</sub> delivers alcohol <strong>10</strong>, which is then chlorinated to provide <strong>11</strong>. The key step involves an asymmetric spirocyclization of <strong>11</strong>, using a cinchona based PTC 21, to furnish the <strong>1</strong> with excellent enantioselectivity (99.7% ee). This newly developed route significantly enhances overall yield (54.3%) and cost efficiency in the synthesis of dihydrospiro cyclopenta pyridine <strong>1</strong>.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 10","pages":"Pages 774-784"},"PeriodicalIF":1.8,"publicationDate":"2026-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148207954","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

New chromene-based 1-aryl-1H-pyrazole-3-carboxylate hybrids linked to 1,3,4-oxadiazole and/or arene units with potential bacterial and DNA gyrase inhibitory potency 新的以铬为基础的1-芳基- 1h -吡唑-3-羧酸盐杂合体，与1,3,4-恶二唑和/或芳烃单位连接，具有潜在的细菌和DNA旋切酶抑制效力

IF 1.8 3区化学

Synthetic Communications Pub Date : 2026-05-19 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2675325

Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Mohamed S. Attia (Resources Software Supervision Validation Visualization Writing – original draft) , Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)

{"title":"New chromene-based 1-aryl-1H-pyrazole-3-carboxylate hybrids linked to 1,3,4-oxadiazole and/or arene units with potential bacterial and DNA gyrase inhibitory potency","authors":"Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Mohamed S. Attia (Resources Software Supervision Validation Visualization Writing – original draft) , Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2675325","DOIUrl":"10.1080/00397911.2026.2675325","url":null,"abstract":"<div><div>For both organic and bioorganic chemists, the search for novel DNA gyrase inhibitors is a crucial strategy for managing bacterial infections. In this study, we developed a facile [3 + 2] cycloaddition protocol for the synthesis of new chromene-pyrazole hybrids <strong>1</strong> and <strong>2</strong> linked to 1,3,4-oxadiazole and/or arene units with potential antibacterial and anti-DNA gyrase potency. The protocol involved reacting the proper chromene-based enaminones with the suitable hydrazonyl chlorides in refluxing dioxane containing an equimolar amount of triethylamine for 6–10 h. Generally, hybrids <strong>2a–2d</strong>, attached to a 1,3,4-oxadiazole unit, demonstrated 2-fold more potency compared to their analogues <strong>1a–1d</strong>. The 1,3,4-oxadiazole-linked chromene-pyrazole <strong>2d</strong>, attached to a 4-nitrophenyl group at pyrazole-N1, demonstrated the best antibacterial potency with an MIC/MBC of 1.25/2.50 µM against <em>S. aureus</em> and <em>E. faecalis</em> and an MIC/MBC of 2.50/10.00 µM against MRSA strains. Additionally, <strong>2d</strong> showed promising inhibitory potency against <em>S. aureus</em> DNA gyrase with IC<sub>50</sub> of 2.125 μM.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 10","pages":"Pages 785-803"},"PeriodicalIF":1.8,"publicationDate":"2026-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148207955","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

Ultrasonic-induced synthesis of novel diverse N-aryl-2-[2-cyanoimino-5-oxo-4,4-diphenylimidazolidin-1-yl]acetamides 超声诱导合成多种新型n-芳基-2-[2-氰亚胺-5-氧-4,4-二苯基咪唑烷-1-基]乙酰胺

IF 1.8 3区化学

Synthetic Communications Pub Date : 2026-05-19 Epub Date: 2026-06-11 DOI: 10.1080/00397911.2026.2678379

Faisal M. Alkahtani (Writing – original draft Writing – review & editing) , Amr H. Moustafa (Conceptualization Investigation Methodology Writing – review & editing) , Doaa H. Ahmed (Conceptualization Data curation Investigation Methodology Writing – original draft) , Hany M. Abd El-Lateef (Supervision Validation Writing – original draft Writing – review & editing) , Mai M. Khalaf (Investigation Writing – review & editing) , Amer A. Amer (Conceptualization Investigation Methodology Writing – original draft Writing – review & editing)

{"title":"Ultrasonic-induced synthesis of novel diverse N-aryl-2-[2-cyanoimino-5-oxo-4,4-diphenylimidazolidin-1-yl]acetamides","authors":"Faisal M. Alkahtani (Writing – original draft Writing – review & editing) , Amr H. Moustafa (Conceptualization Investigation Methodology Writing – review & editing) , Doaa H. Ahmed (Conceptualization Data curation Investigation Methodology Writing – original draft) , Hany M. Abd El-Lateef (Supervision Validation Writing – original draft Writing – review & editing) , Mai M. Khalaf (Investigation Writing – review & editing) , Amer A. Amer (Conceptualization Investigation Methodology Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2678379","DOIUrl":"10.1080/00397911.2026.2678379","url":null,"abstract":"<div><div>A novel series of <em>N</em>-aryl-2-[2-cyanoimino-5-oxo-4,4-diphenylimidazolidin-1-yl]acetamide derivatives <strong>3a–h</strong> have been synthesized <em>via</em> the reaction of (5-oxo-4,4-diphenylimidazolidin-2-ylidene)cyanamide CNG-DPH (<strong>1</strong>) with 2-chloro-<em>N</em>-arylacetamide derivatives <strong>2a-h</strong> under ultrasonic methodology. While, reaction of CNG-DPH <strong>1</strong> with 2-chloro-<em>N</em>-(3-chlorophenyl)acetamide (<strong>2i</strong>) under the same conditions gave a mixture of <em>N</em>-(3-chlorophenyl)-2-[2-cyanoimino-5-oxo-4,4-diphenylimidazolidin-1-yl]acetamide (<strong>3i</strong>) and <em>N</em>-(3-chlorophenyl)-2-{2-cyanoimino-5-[(3-chlorophenyl)imino]-4,4-diphenyl-imidazoliidin-1-yl}acetamide (<strong>8</strong>), which are separated by fractional crystallization.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 10","pages":"Pages 820-828"},"PeriodicalIF":1.8,"publicationDate":"2026-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148207988","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

Ugi reaction-based synthesis of piperazine-2,5-diones and related heterocycles 基于Ugi反应的哌嗪-2,5-二酮及其杂环的合成

IF 1.8 3区化学

Synthetic Communications Pub Date : 2026-05-19 Epub Date: 2026-03-17 DOI: 10.1080/00397911.2026.2645213

Saeeda Mubashra (Data curation Formal analysis Investigation Methodology Writing – original draft Writing – review & editing) , Tanzeela Riaz (Formal analysis Investigation Writing – original draft) , Matloob Ahmad (Conceptualization Investigation Project administration Supervision Writing – review & editing) , Sana Aslam (Project administration Validation Visualization Writing – review & editing)

{"title":"Ugi reaction-based synthesis of piperazine-2,5-diones and related heterocycles","authors":"Saeeda Mubashra (Data curation Formal analysis Investigation Methodology Writing – original draft Writing – review & editing) , Tanzeela Riaz (Formal analysis Investigation Writing – original draft) , Matloob Ahmad (Conceptualization Investigation Project administration Supervision Writing – review & editing) , Sana Aslam (Project administration Validation Visualization Writing – review & editing)","doi":"10.1080/00397911.2026.2645213","DOIUrl":"10.1080/00397911.2026.2645213","url":null,"abstract":"<div><div>The Ugi multicomponent reaction (MCR) has emerged as a versatile and efficient strategy for the formation of nitrogen-containing heterocycles. These heterocycles have gained increasing attention owing to their broad pharmacological potential and structural diversity. Among them, piperazine-2,5-diones, also known as 2,5-diketopiperazines (2,5-DKPs), are important frameworks in medicinal chemistry with significant potential in drug discovery. Recent years have witnessed considerable progress in Ugi reactions, with their post-transformation methodologies toward the synthesis of 2,5-DKPs. This review aims to explore the latest innovations in the Ugi reaction-based synthesis of piperazine-2,5-diones and structurally related heterocycles, systematically categorized into simple, fused, and spiro frameworks. It emphasizes the adaptability of three- and four-component systems, and the influence of reaction parameters on cyclization pathways. Collectively, these developments underscore the Ugi reaction’s growing importance as a sustainable and robust tool for the synthesis of diverse heterocyclic frameworks, with its ability to generate scaffolds of potential biological interest.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 10","pages":"Pages 749-773"},"PeriodicalIF":1.8,"publicationDate":"2026-05-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148207953","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