Synthetic Communications最新文献_第5页

An efficient synthesis of novel tricyclic fused pyrido[3,2-e]thiazolo[3,2-a]pyrimidines via one-pot three-component reaction in a green media 绿色介质中一锅三组分反应高效合成新型三环融合吡啶[3,2-e]噻唑[3,2-a]嘧啶

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-25 DOI: 10.1080/00397911.2025.2470850

Sajedeh Alizadeh (Data curation Methodology Writing – original draft) , Abbas Ali Esmaeili (Investigation Project administration Supervision Visualization Writing – review & editing)

{"title":"An efficient synthesis of novel tricyclic fused pyrido[3,2-e]thiazolo[3,2-a]pyrimidines via one-pot three-component reaction in a green media","authors":"Sajedeh Alizadeh (Data curation Methodology Writing – original draft) , Abbas Ali Esmaeili (Investigation Project administration Supervision Visualization Writing – review & editing)","doi":"10.1080/00397911.2025.2470850","DOIUrl":"10.1080/00397911.2025.2470850","url":null,"abstract":"<div><div>In this study, we report the development of an efficient and facile synthetic approach for the preparation of novel pyrido[3,2-e]thiazolo[3,2-a]pyrimidines via a tandem Knoevenagel–Michael cyclo-condensation reaction. This transformation employs heterocyclic enamine, aromatic aldehydes, and malononitrile in the presence of DABCO as an organocatalyst under ethanol reflux conditions. The reactions proceed to completion within 1.0–1.5 h, affording the desired products in good to high yields (75%–82%). The main goal of this study is to design and synthesize heterocyclic scaffolds that exhibit promising biological activity. Notable benefits of this approach include a simple work-up procedure, environmentally friendly conditions, and the use of an inexpensive and readily accessible catalyst. The structures of the target compounds (<strong>4a–j</strong>) were validated using IR, <sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy, mass spectrometry, and elemental analysis, demonstrating the effectiveness and practicality of the method developed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 7","pages":"Pages 563-575"},"PeriodicalIF":1.8,"publicationDate":"2025-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143609229","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, computational studies and in-silico antimicrobial evaluation of novel N-(substituted) sulfonyl carboxamide bearing pyrrolidine-2,5-dione 新型N-（取代）磺酰甲酰胺吡咯烷-2,5-二酮的合成、计算研究及硅抗菌评价

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-24 DOI: 10.1080/00397911.2025.2468985

Chafika Bougheloum , Soumaya Bouskia

{"title":"Synthesis, computational studies and in-silico antimicrobial evaluation of novel N-(substituted) sulfonyl carboxamide bearing pyrrolidine-2,5-dione","authors":"Chafika Bougheloum , Soumaya Bouskia","doi":"10.1080/00397911.2025.2468985","DOIUrl":"10.1080/00397911.2025.2468985","url":null,"abstract":"<div><div>Novel <em>N</em>-(substituted) sulfonyl carboxamides containing pyrrolidine-2,5-dione or alkyl(aryl)amine moieties, along with some of the intramolecular cyclization derivatives, have been synthesized, designed, and predicted as effective antimicrobial agents. All structures were confirmed by mass spectroscopy,<sup>1</sup>H NMR, <sup>13</sup>C NMR, IR and elemental analysis. Using the DMol<sup>3</sup>/DFT tool in the Material Studio package, the new carboxamide structures were optimized. The HOMO-LUMO energy gap and the molecular electrostatic potential (MEP) are assessed through density functional calculations. In molecular docking, the studied compounds demonstrated good binding score values (up to −10.0 Kcal/mol) for the active site of tyrosyl-tRNA synthetase protein (PDB ID: 1JIJ) when compared to drugs ciprofloxacin and sulfamethoxazole (−8.5 and −8.0 Kcal/mol, respectively). Notably, compound 2,5-dioxo-<em>N</em>-((4-phenylpiperazin-1-yl)sulfonyl)pyrrolidine-1-carboxamide (<strong>1e</strong>) demonstrated the highest efficiency, making it a promising antibacterial candidate according to DFT and molecular docking studies. Pharmacological characteristics, including drug similarity and oral bioavailability, have been ascertained using Lipinski’s rule of five. Also, some web tools were used to predict the biological activity of synthesized compounds. The findings indicated potential biological targets and good bacterial activity.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 6","pages":"Pages 496-520"},"PeriodicalIF":1.8,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143521108","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

Room-temperature aerobic oxidation of alcohols into carbonyl compounds using VO@GO catalyst 使用VO@GO催化剂将醇室温好氧氧化成羰基化合物

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-19 DOI: 10.1080/00397911.2025.2461114

Sahana Raju , Kothanahally S. Sharath Kumar , Yarabhally R Girish , Turuvekere Krishnamurthy Chaitra , Mohd Sajid Ali , Hamad A. Al-Lohedan

引用次数: 0

Three-component one-pot construction of 2-aryl-3-benzylbenzo[4,5]imidazo[1,2-a]pyrimidines using solid calcium carbide as an alkyne source 以固体电石为炔源，三组分一锅法构建2-芳基-3-苄基苯并[4,5]咪唑[1,2-a]嘧啶

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-15 DOI: 10.1080/00397911.2025.2466015

Jiao Wang , Zhiqiang Wang , Botao Wang , Zheng Li , Jinhui Yang

引用次数: 0

Visible light induced deaminative alkylation of pentafluorostyrene promoted by EDA complex 可见光诱导EDA配合物促进五氟苯乙烯脱胺烷基化反应

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-12 DOI: 10.1080/00397911.2025.2462668

Bei-Lei Wang , Lin-Yuan Zeng , Pei-Zhen Qu , De-Zhi Yang

引用次数: 0

Ring opening and recyclization reactions with 3-functionalized chromones: Recent synthetic approaches for five, six and seven membered heterocycles 含3官能团的开环和再循环反应：五元、六元和七元杂环的合成新方法

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-12 DOI: 10.1080/00397911.2025.2463603

Al-Shimaa Badran , Zeinab Hussain , N. S. Abdelshafi , S. S. Ibrahim , Aya Ahmed , Mohamed Abdel-Megid , Magdy A. Ibrahim

{"title":"Ring opening and recyclization reactions with 3-functionalized chromones: Recent synthetic approaches for five, six and seven membered heterocycles","authors":"Al-Shimaa Badran , Zeinab Hussain , N. S. Abdelshafi , S. S. Ibrahim , Aya Ahmed , Mohamed Abdel-Megid , Magdy A. Ibrahim","doi":"10.1080/00397911.2025.2463603","DOIUrl":"10.1080/00397911.2025.2463603","url":null,"abstract":"<div><div>Chromones are active substrate for building heterocyclic systems due to the availability of electron deficient γ-pyrone moiety. Substituted chromones are highly valuable intermediates that can be used to construct many types of heterocyclic compounds through γ-pyrone ring opening followed by recyclization (RORC) either with carbonyl function at C-4 position or with functional groups located at C-3 position. 3-Formylchromones are versatile substrates for building five, six and seven membered heterocycles through reaction with 1,2-, 1,3- and 1,4-binucleophiles, respectively. These reactions mainly proceed through nucleophilic condensation with the aldehyde function with subsequent γ-pyrone ring opening <em>via</em> attack at C-2 position. Other 3-functionallized chromones reacted with binucleophilic reagents through nucleophilic attack at C-2 position with subsequence recyclization with carbonyl function at C-4 position or functional groups located at C-3 position. Using several synthetic approaches under different reaction conditions, a diversity of heterocyclic systems such as pyrazoles, isoxazoles, pyridines, pyrimidines, pyrans, diazepines, oxadiazepines and thiadiazepines were efficiently synthesized from 3-functionallized chromones. Collecting and discussion of the chemical transformation of 3-functionalized chromones with nitrogen and carbon nucleophiles is the main goal of the current review; since 2012 till 2024.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 10","pages":"Pages 693-716"},"PeriodicalIF":1.8,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143948413","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 antiproliferative evaluation of novel chrysin selenocyanates 新型硒氰酸菊素的合成及抗增殖活性评价

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-01 DOI: 10.1080/00397911.2024.2445860

Zhiping Liu , Lijie Che , Yunlong Ban , Maixia Liu , Xiyan Tang , Yanmin Huang , Jianguo Cui , Chunfang Gan

{"title":"Synthesis and antiproliferative evaluation of novel chrysin selenocyanates","authors":"Zhiping Liu , Lijie Che , Yunlong Ban , Maixia Liu , Xiyan Tang , Yanmin Huang , Jianguo Cui , Chunfang Gan","doi":"10.1080/00397911.2024.2445860","DOIUrl":"10.1080/00397911.2024.2445860","url":null,"abstract":"<div><div>Selenocyano fragments with distinct structural characteristics were successfully incorporated into the 5- and 7-positions of chrysin via etherification and esterification of its hydroxyl groups. Eleven novel chrysin selenocyanates were synthesized, and their structures characterized by NMR and HRMS. The activities of all compounds were evaluated against human cervical cancer cell lines HeLa, ovarian cancer cell lines SKOV-3, and breast carcinoma cell lines MCF-7 using MTT assays. Results indicated that esterified chrysin derivatives significantly inhibited HeLa cells, while alkylated chrysin ethers showed notable activity against SKOV-3 and MCF-7 cells. Compounds <strong>5c</strong> and <strong>5e</strong> exhibited the strongest inhibitory effects on SKOV-3 cells, with IC<sub>50</sub> values of 2.27 ± 0.19 μM and 2.51 ± 0.33 μM, respectively. The introduction of diselenocyanate at both the 5- and 7-positions demonstrated superior inhibitory activity compared to a single selenocyanate at the 7-position alone. The findings may aid in designing novel chemotherapeutic drugs.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 3","pages":"Pages 259-269"},"PeriodicalIF":1.8,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097177","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

One-pot multicomponent reaction: Synthesis, characterization and antibacterial evaluation of novel tri and tetra-substituted imidazoles 一锅多组分反应：新型三取代和四取代咪唑的合成、表征和抗菌评价

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-01 DOI: 10.1080/00397911.2024.2447087

Bahgat R. M. Hussein , Hayam H. Mohammed , Eman A. Ahmed , Omran A. Omran

{"title":"One-pot multicomponent reaction: Synthesis, characterization and antibacterial evaluation of novel tri and tetra-substituted imidazoles","authors":"Bahgat R. M. Hussein , Hayam H. Mohammed , Eman A. Ahmed , Omran A. Omran","doi":"10.1080/00397911.2024.2447087","DOIUrl":"10.1080/00397911.2024.2447087","url":null,"abstract":"<div><div>Using one-pot multicomponent reactions, two new series of imidazoles (<strong>4a–o</strong> and <strong>6a–d</strong>), were synthesized due to their great biological activity. The first series was accomplished by the reaction of <em>O</em>-alkyl vanillins <strong>1a–c</strong>, ammonium acetate <strong>2</strong>, and benzil derivatives <strong>3a–e</strong> in ethanol, while the second series was obtained by reacting <em>O</em>-alkyl vanillins <strong>1a</strong>, ammonium acetate <strong>2</strong>, benzil <strong>3a</strong>, and amino compounds (aniline <strong>5a</strong> or amino acids <strong>5b–d</strong>) in acetic acid. The <em>in vitro</em> antibacterial activity of the novel synthetic imidazoles was assessed against strains of gram positive bacteria, such as <em>Bacillus cereus</em> and <em>Staphylococcus aureus</em>, and gram negative bacteria, such as <em>Pseudomonas aeruginosa</em> and <em>Escherichia coli</em>. The findings indicated that some of the evaluated items have promising antibacterial agents, especially imidazoles <strong>4d</strong> and <strong>4e</strong> for (+G) bacteria and imidazoles <strong>4c</strong> and <strong>4f</strong> for (−G) bacteria.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 3","pages":"Pages 270-280"},"PeriodicalIF":1.8,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097171","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

Guanidine HCl: a green organo-catalyst for effective multicomponent synthesis of benzodiazepine derivatives under aquatic environment 盐酸胍：水生环境下多组分合成苯二氮卓类化合物的绿色有机催化剂

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-01 DOI: 10.1080/00397911.2025.2457439

Omkar C. Dongare , Pradeep U. Yadav , Yatin U. Gadkari

引用次数: 0

New route to preparation of loxoprofen through Mizoroki-Heck reaction as the key step 以Mizoroki-Heck反应为关键步骤制备loxoprofen的新路线

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-02-01 DOI: 10.1080/00397911.2024.2441331

Huansheng Chen , Dandan Tang , Long Lin , Wei Yuan , Yu Chen , Xianhua Pan

引用次数: 0