{"title":"Imine–linked covalent organic framework synthesis","authors":"Kajal Kaliya , Deepak Dabur , Sushil K. Maurya","doi":"10.1080/00397911.2024.2386093","DOIUrl":"10.1080/00397911.2024.2386093","url":null,"abstract":"<div><p>Imine-linked covalent organic frameworks (COFs) are highly ordered polymer networks that are more chemically stable compared to their boron-linked counterparts making them more attractive for a variety of applications, including as energy storage devices, proton-conductive membranes, and catalytic supports. Furthermore, these imines linked COFs may be synthesized using a diverse spectrum of monomers, providing tremendous design freedom and versatility. We report a general method for synthesizing Imine linked COFs based on the Schiff-base condensation reaction of anilines. The synthesis of 4,4′,4′′-(benzene-1,3,5-triyltris(ethyne-2,1-diyl) trianiline, 4,4′-dicarbaldehyde, 4,4′-(ethyne-1,2-diyl) dibenzaldehyde (BPDA), and terephthalaldehyde (PDA) monomers produced by multistep coupling processes.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 16","pages":"Pages 1354-1365"},"PeriodicalIF":1.8,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141883071","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":"Study on the development of radical building block: Mn(III)-based reaction of 1,3-indanedione","authors":"Kazuki Hisano , Hiroshi Nishino","doi":"10.1080/00397911.2024.2385542","DOIUrl":"10.1080/00397911.2024.2385542","url":null,"abstract":"<div><p>The Mn(III)-based oxidation of 1,3-indanedione (<strong>1</strong>) with 1,1-diarylethenes <strong>2a–c</strong> effectively proceeded in boiling AcOH to produce 2,2-bis(vinyl)indanediones <strong>5a–c</strong> and 1,2’-spirobi[indene]-1’,3’-diones <strong>6a–c</strong> via the formation of 2,2-bis(2-acetoxyethyl)indanedione <strong>3</strong> and acetoxyindeno[1,2-b]furan-4-one <strong>4</strong> intermediates. On the other hand, the Mn(III)-based aerobic oxidation of <strong>1a</strong> with <strong>2a</strong> at room temperature resulted in bis(endoperoxide) <strong>8a</strong> and endoperoxypropellane <strong>9a</strong> via the production of mono(endoperoxide) <strong>7a</strong>. The plausible reaction pathways were also discussed.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 16","pages":"Pages 1332-1343"},"PeriodicalIF":1.8,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141921171","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 of thiazolidinone and methylthiazole derivatives incorporating benzodioxole moiety and evaluation of their antimicrobial activity","authors":"Reem A. K Al-Harbi","doi":"10.1080/00397911.2024.2387118","DOIUrl":"10.1080/00397911.2024.2387118","url":null,"abstract":"<div><p>One of the most serious future challenges to health care professionals is the emergence of multi-drug resistance pathogenic microbes that rapidly develop resistance to currently used antibiotics. So, as a way to overcome the antimicrobial drug-resistance problems, it is urgent need to synthesize several new lead molecules that are expected to have antibacterial and antifungal activities. So, some new thiazolidinone and methylthiazole derivatives incorporating benzodioxole nucleolus were constructed. Two different series of <em>N</em>-substituted thiosemicarbazones carrying a benzodioxole nucleus were synthesized through mutation reaction of the different aromatic and heterocyclic aldehydes with benzodioxolyl thiosemicarbazide. Cycloalkylation reaction of the latter thiosemicarbazones through with both of the ethyl chloroacetate or chloroacetone gave the thiazolidin-4-ones or 4-methylthiazoles, respectively. The antimicrobial activity of the thiazolidin-4-one and 4-methylthiazole derivatives was investigated. All of compounds showed from weak to moderate effects toward all tested bacteria.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 16","pages":"Pages 1366-1375"},"PeriodicalIF":1.8,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141921918","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}
Manjula Kavala , Raja Rajeswari Tiruveedula , Subramanyam Chennamsetty
{"title":"Synthesis of novel chromenyl phosphonates via nano-ZnO-catalyzed microwave method: Exploring potential anti-diabetic agents through molecular docking, ADMET analysis, and α-amylase inhibition","authors":"Manjula Kavala , Raja Rajeswari Tiruveedula , Subramanyam Chennamsetty","doi":"10.1080/00397911.2024.2388799","DOIUrl":"10.1080/00397911.2024.2388799","url":null,"abstract":"<div><p>A more efficient and environmentally friendly approach has been developed for synthesizing phosphonates through the Michaelis-Arbuzov reaction, catalyzed by nano-ZnO in a solvent-free environment, utilizing microwave irradiation. Before synthesis, each compound underwent <em>in silico</em> ADMET analysis and molecular docking to assess drug-like characteristics and their potential to inhibit <em>α</em>-amylase. The structure of the newly synthesized compounds was validated using spectroscopic analysis, and their <em>in vitro</em> inhibitory effects on <em>α</em>-amylase were assessed. Among the compounds, dimethyl 2-(anthracen-10-yl)-4-oxo-4H-chromen-6-yl-6-phosphonate (<strong>6j</strong>), dimethyl 2-(naphthalen-1-yl)-4-oxo-4H-chromen-6-yl-6-phosphonate (<strong>6h</strong>), and dimethyl 2-(1-methyl-1H-indol-3-yl)-4-oxo-4H-chromen-6-yl-6-phosphonate (<strong>6e</strong>) displayed the highest inhibitory activity compared to the reference substance, acarbose. Additionally, compounds dimethyl 2-(benzo[d][1,3]dioxol-4-yl)-4-oxo-4H-chromen-6-yl-6-phosphonate (<strong>6i</strong>), dimethyl 4-oxo-2-phenyl-4H-chromen-6-yl-6-phosphonate (<strong>6a</strong>), and dimethyl 2-(1H-indol-5-yl)-4-oxo-4H-chromen-6-yl-6-phosphonate (<strong>6g</strong>) exhibited nearly equivalent effective inhibitory activity when compared to the standard. The remaining compounds demonstrated moderate to good enzyme inhibition.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 17","pages":"Pages 1433-1449"},"PeriodicalIF":1.8,"publicationDate":"2024-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142089310","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}
Nada Mohamed , Najla A. Alshaye , Mai A. Mostafa , Al-Shimaa Badran , Zeinab Hussain , Magdy A. Ibrahim
{"title":"Synthetic approaches for quinoline heterocycles fused at face b: A review","authors":"Nada Mohamed , Najla A. Alshaye , Mai A. Mostafa , Al-Shimaa Badran , Zeinab Hussain , Magdy A. Ibrahim","doi":"10.1080/00397911.2024.2390172","DOIUrl":"10.1080/00397911.2024.2390172","url":null,"abstract":"<div><p>Quinolines are very important materials in organic synthesis due to their wide range of biological activities as well as representing one of the most research area in medicinal chemistry. Quinolines have many applications in design and synthesis of multiple heterocyclic compounds with a wide variety of biological significance. Quinolines fused heterocycles at face b using different synthetic methodologies as well as variable precursors and reaction conditions were the aim of the current review.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 19","pages":"Pages 1629-1651"},"PeriodicalIF":1.8,"publicationDate":"2024-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142229233","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}
Yelyzaveta R. Lomynoha , Pavlo V. Zadorozhnii , Aleksey B. Ryabitsky , Vadym V. Kiselev , Aleksandr V. Kharchenko
{"title":"Synthesis of N-(1-((1H-perimidin-2-yl)amino)-2,2,2-trichloroethyl)carboxamides based on N-(2,2,2-trichloro-1-isothiocyanatoethyl)carboxamides","authors":"Yelyzaveta R. Lomynoha , Pavlo V. Zadorozhnii , Aleksey B. Ryabitsky , Vadym V. Kiselev , Aleksandr V. Kharchenko","doi":"10.1080/00397911.2024.2390178","DOIUrl":"10.1080/00397911.2024.2390178","url":null,"abstract":"<div><p>Here we report the development of a concise and efficient synthetic protocol for the preparation of 1<em>H</em>-perimidin-2-amine derivatives that contain an <em>N</em>-(2,2,2-trichloroethyl)carboxamide substituent near the amino group. These compounds’ synthesis method is based on the interaction of naphthalene-1,8-diamine with <em>N</em>-(2,2,2-trichloro-1-isothiocyanatoethyl)carboxamides under reflux in acetonitrile medium for 15 minutes. This transformation is likely to pass through the stage of formation of the intermediate thiourea, which further eliminates hydrogen sulfide, which is accompanied by the closure of the perimidine cycle. Using the developed protocol, we synthesized nine new 1<em>H</em>-perimidin-2-amine derivatives. The yield of synthesized compounds was 67-82%. IR,<sup>1</sup>H NMR,<sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H COSY, <sup>1</sup>H-<sup>13</sup>C HSQC, and <sup>1</sup>H-<sup>13</sup>C HMBC spectroscopy data proved their structures.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 17","pages":"Pages 1470-1481"},"PeriodicalIF":1.8,"publicationDate":"2024-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142089313","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 synthesis of 4-iodo-3-phenylbenzo[b][1,6]naphthyridine via imino iodization-cyclization of alkynylquinoline-3-carbaldehydes","authors":"Rashmi Singh , Vishal Prasad Sharma , Rajesh Kumar , Manish Raj , Tanu Gupta","doi":"10.1080/00397911.2024.2389542","DOIUrl":"10.1080/00397911.2024.2389542","url":null,"abstract":"<div><p>Simple, environmentally benign and metal free one pot strategy has been used for the synthesis of 4-iodo-3-phenylbenzo[<em>b</em>][1,6]naphthyridine from <em>O</em>-alkynylquinolinyl aldehydes with <em>tert</em>-butyl amine and iodine through imine formation in good to excellent yield at room temperature in aerobic and mild conditions. The beauty of this reaction is the imine formation and cyclization in the same reaction pot. Due to presence of iodine in product, it can be useful for further reaction and can be valuable synthon for new organic compounds.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 17","pages":"Pages 1462-1469"},"PeriodicalIF":1.8,"publicationDate":"2024-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142089297","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 of trifluoromethyl substituted heterocyclic compounds with β-trifluoromethylated acrylates","authors":"Cai Zhang","doi":"10.1080/00397911.2024.2390696","DOIUrl":"10.1080/00397911.2024.2390696","url":null,"abstract":"<div><div>Trifluoromethyl heterocyclic compounds have high lipophilicity, metabolic stability and binding selectivity, so it is very important to develop their synthetic methods. This review provides an overview of synthesis of trifluoromethyl substituted heterocyclic compounds from β-trifluoromethylated acrylates over the period from 2018 to the present.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 20","pages":"Pages 1707-1724"},"PeriodicalIF":1.8,"publicationDate":"2024-08-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142216151","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}
Dattatray D. Gaikwad , Sachin A. Dhawale , Chandrakant D. Pawar , Dattatraya N. Pansare , Umakant D. Pawar , Ashok M. Zine
{"title":"Synthesis, antiproliferative activity and insilco studies of substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) glycinamide derivatives","authors":"Dattatray D. Gaikwad , Sachin A. Dhawale , Chandrakant D. Pawar , Dattatraya N. Pansare , Umakant D. Pawar , Ashok M. Zine","doi":"10.1080/00397911.2024.2387810","DOIUrl":"10.1080/00397911.2024.2387810","url":null,"abstract":"<div><p>The present work aimed to synthesize different substituted glycinamide derivatives. A series of novel substituted 2-((N-benzyl-5-bromo-2-methoxyphenyl) sulfonamide) and their glycinamide derivatives <strong>(5a–5p)</strong> were synthesized. We developed a simple strategy for synthesizing functionally diverse sulfonamide and glycinamide derivatives through a series of steps. A series of molecules containing amide derivatives were designed and synthesized, and their structures were elucidated and confirmed by1H NMR, 13 C NMR, LCMS, and their purity was checked using HPLC. The synthesized compounds were screened for anticancer activity against A-549 and A431 cancer cell lines by MTT assay and then docking studies were carried out to understand the molecular interactions. The preliminary bioassay suggests that most compounds showed remarkable anti-proliferation activity. Gefitinib was used as a positive control. The compounds <strong>5g</strong> and <strong>5f</strong> were active compared with Gefitinib in both the cell lines.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 17","pages":"Pages 1423-1432"},"PeriodicalIF":1.8,"publicationDate":"2024-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142089311","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}
Magdy A Ibrahim , Mohamed Abdel-Megid , Osama Farouk , Nasser M. El-Gohary , Asmaa I Nabeel , Marwa M. A. Attai , Al-Shimaa Badran
{"title":"Nucleophilic reactions with 3-formylchromones: A decade update","authors":"Magdy A Ibrahim , Mohamed Abdel-Megid , Osama Farouk , Nasser M. El-Gohary , Asmaa I Nabeel , Marwa M. A. Attai , Al-Shimaa Badran","doi":"10.1080/00397911.2024.2387134","DOIUrl":"10.1080/00397911.2024.2387134","url":null,"abstract":"<div><p>The chemical reactivity of 3-formylchromones toward several carbon and nitrogen nucleophiles is collected in this review. Certain annulated chromones and 3-heteroaryl chromones were synthesized. A diversity of three component reactions including 3-formylchromones was also summarized.</p></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 18","pages":"Pages 1495-1522"},"PeriodicalIF":1.8,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142172956","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}