Synthetic Communications最新文献

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Ludwig Knorr’s synthesis: Advances in heterocyclic synthesis of quinoline, quinolone, pyrazole, and pyrrole derivatives 路德维希·克诺尔的合成:喹啉、喹诺酮、吡唑和吡咯衍生物的杂环合成进展
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-03-04 Epub Date: 2026-01-23 DOI: 10.1080/00397911.2026.2616658
Siddharth (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Writing – original draft Writing – review & editing) ,  Salahuddin (Conceptualization Formal analysis Supervision) ,  Siddhant (Data curation Software Writing – review & editing) , Avijit Mazumder (Supervision Validation) , Rajnish Kumar (Formal analysis Validation) , Divya Pratap Rav (Data curation Software) , Mohammad Shahar Yar (Methodology Visualization) , Mohamed Jawed Ahsan (Data curation Formal analysis)
{"title":"Ludwig Knorr’s synthesis: Advances in heterocyclic synthesis of quinoline, quinolone, pyrazole, and pyrrole derivatives","authors":"Siddharth (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Writing – original draft Writing – review & editing) ,&nbsp; Salahuddin (Conceptualization Formal analysis Supervision) ,&nbsp; Siddhant (Data curation Software Writing – review & editing) ,&nbsp;Avijit Mazumder (Supervision Validation) ,&nbsp;Rajnish Kumar (Formal analysis Validation) ,&nbsp;Divya Pratap Rav (Data curation Software) ,&nbsp;Mohammad Shahar Yar (Methodology Visualization) ,&nbsp;Mohamed Jawed Ahsan (Data curation Formal analysis)","doi":"10.1080/00397911.2026.2616658","DOIUrl":"10.1080/00397911.2026.2616658","url":null,"abstract":"<div><div>Ludwig Knorr’s synthetic achievements in the 1880s laid the groundwork for seminal strategies in building heterocycles, including quinolines, quinolone, pyrazoles, and pyrroles. This review describes his seminal contributions and contemporary developments that build upon them. The Knorr quinoline formation, whereby β-ketoanilides are converted into quinolines, permitted access to a wide range of bioactive derivatives, e.g., diplamine. Extensions of Knorr cyclization to quinolone chemistry have given rise to new triones and 1,8-diazaanthraquinones. His acid-catalyzed hydrazine–1,3-dicarbonyl condensation set the standard for pyrazole synthesis, now optimized for regioselective, “one-pot” approaches. Likewise, the Knorr and Paal–Knorr syntheses of pyrrole remain highly versatile, and recent microwave-assisted implementations enhance efficiency and sustainability. By incorporating historical context with recent advances, this volume highlights Knorr’s enduring influence on heterocyclic chemistry and its significance in contemporary drug discovery and materials science.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 337-364"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418041","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
Double arylation of vinyl allene skeleton in AlCl3-promoted transformation of (5-methylhexa-1,3,4-trien-3-yl)diphenylphosphine oxide in benzene alcl3中乙烯基烯骨架的双芳基化促进了(5-甲基己-1,3,4-三烯-3-基)二苯基氧化膦在苯中的转化
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-03-04 Epub Date: 2026-02-27 DOI: 10.1080/00397911.2026.2630341
Alexander S. Bogachenkov (Conceptualization Investigation Supervision Writing – review & editing) , Andrey S. Smirnov (Investigation Writing – original draft) , Victoria V. Abzianidze (Investigation Writing – original draft)
{"title":"Double arylation of vinyl allene skeleton in AlCl3-promoted transformation of (5-methylhexa-1,3,4-trien-3-yl)diphenylphosphine oxide in benzene","authors":"Alexander S. Bogachenkov (Conceptualization Investigation Supervision Writing – review & editing) ,&nbsp;Andrey S. Smirnov (Investigation Writing – original draft) ,&nbsp;Victoria V. Abzianidze (Investigation Writing – original draft)","doi":"10.1080/00397911.2026.2630341","DOIUrl":"10.1080/00397911.2026.2630341","url":null,"abstract":"<div><div>The transformations of allenyl(diphenyl)phosphine oxide with a vinyl group at the α-carbon atom - (5-methylhexa-1,3,4-trien-3-yl)diphenylphosphine oxide <strong>1</strong> - were studied in the presence of Brønsted acids (TfOH, H<sub>2</sub>SO<sub>4</sub>, and HCl/dioxane), as well as in the presence of some Lewis acids - BF<sub>3</sub>·Et<sub>2</sub>O and AlCl<sub>3</sub> in dichloromethane, and AlCl<sub>3</sub> in benzene. It was found that if benzene was used as a solvent, the products of the double arylation could be isolated as two diastereomers in a 1/1 ratio in 73% overall yield.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 428-436"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418042","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
Investigation of heterocycle-fused 2,5-dihydro-1H-benzo[b][1,4]diazepine conjugate as potential anti-cancer agents: Design, synthesis and in silico docking activity 杂环- 2,5-二氢- 1h -苯并[b][1,4]二氮卓类缀合物潜在抗癌剂的研究:设计、合成及硅对接活性
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-03-04 Epub Date: 2026-02-13 DOI: 10.1080/00397911.2026.2625740
Miral Vora (Conceptualization Data curation Resources Supervision Writing – review & editing) , Dhruv P. Gosai (Methodology Software Validation) , Tirth K. Dhobi (Formal analysis) , Nikita J. Patel (Writing – review & editing) , Parth Thakor (Data curation Methodology Resources) , Anjali B. Thakkar (Data curation Formal analysis Validation) , Janki V. Rojmala (Writing – review & editing) , Bhargav N. Waghela (Formal analysis Supervision Validation)
{"title":"Investigation of heterocycle-fused 2,5-dihydro-1H-benzo[b][1,4]diazepine conjugate as potential anti-cancer agents: Design, synthesis and in silico docking activity","authors":"Miral Vora (Conceptualization Data curation Resources Supervision Writing – review & editing) ,&nbsp;Dhruv P. Gosai (Methodology Software Validation) ,&nbsp;Tirth K. Dhobi (Formal analysis) ,&nbsp;Nikita J. Patel (Writing – review & editing) ,&nbsp;Parth Thakor (Data curation Methodology Resources) ,&nbsp;Anjali B. Thakkar (Data curation Formal analysis Validation) ,&nbsp;Janki V. Rojmala (Writing – review & editing) ,&nbsp;Bhargav N. Waghela (Formal analysis Supervision Validation)","doi":"10.1080/00397911.2026.2625740","DOIUrl":"10.1080/00397911.2026.2625740","url":null,"abstract":"<div><div>The evolution of novel anti-cancer agents continues to be a critical focus of research, aiming to improve therapeutic efficacy and address the growing challenges in cancer treatment. In this work, a novel series of 2,5-dihydro-1H-benzo[b][1,4<sup>]</sup>diazepine-3-carboxylate derivatives (4a–4e) were synthesized by condensation of o-phenylenediamine, ethyl acetoacetate, and different substituted aryl aldehydes via a convenient one-pot, multicomponent, under catalytic and solvent free condition synthetic protocol. The synthesized benzo[b][1,4]diazepine compounds were characterized for their elemental analysis, <sup>1</sup>H NMR, <sup>13</sup>C NMR, FT-IR spectroscopy, mass spectroscopy and UV-visible spectroscopy. Anti-cancer activity of synthesized compounds was evaluated on lung cancer cell line (A549) by MTT assay. The synthesized compounds showed promising cytotoxic effects with IC<sub>50</sub> values ranging from 16.89 ± 0.01 µg/mL to 37.22 ± 0.07 µg/mL. Notably, compound 4a and 4e are comparable with standard drug such as cisplatin (15.49 µg/mL), carboplatin (&gt; 111.37 µg/mL), Methotrexate (11.82 ± 1.22 µg/mL) and oxaliplatin (22.66 µg/mL). In molecular docking (PDB ID: 5GWK), as a human topoisomerase IIα in complex with DNA and etoposide analysis, intercalative between protein-DNA base pairs contacts to protein residues. The docking scores of compounds ranged from −8.4 to −9.5 kcalmol<sup>−1</sup><sub>,</sub> comparable with etoposide standard drug binding energy is −12.2 kcalmol<sup>−1</sup>. <em>In silico</em> pharmacokinetic parameters have been used for the drug-likeness and bioactive potential of compounds (4a-4e). The consequences mention that these benzo[b][1, 4]diazepine conjugates hold important possible as novel anti-cancer agents, particularly in A549 cell-line. Anti-bacterial activity of compounds has screened against Gram-positive and Gram-negative bacteria and compound 4a and 4e have been exhibited higher Minimum Inhibitory Concentration (MIC) value as compare to other compounds (4b, 4c and 4d).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 365-381"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418191","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
Green synthesis, ADME and docking studies, and in vitro assessment of chromone-based α-aminophosphonates as dual inhibitors of α-amylase and α-glucosidase 铬基α-氨基膦酸盐作为α-淀粉酶和α-葡萄糖苷酶双抑制剂的绿色合成、ADME和对接研究及体外评价
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-03-04 Epub Date: 2026-02-19 DOI: 10.1080/00397911.2026.2625744
Bhuvaneswari Chalapaka (Formal analysis Investigation Methodology) , Subramanyam Chennamsetty (Supervision Writing – review & editing) , Gladis Raja Malar C. (Investigation Resources Software) , Bharath Pannuri (Formal analysis Methodology Resources Validation) , S. V. G. Bhavani Nariboina (Conceptualization Data curation Resources) , S. N. Murthy Boddapati (Investigation Methodology Resources Writing – review & editing) , Angeline Jyothirmayee Chikkala (Project administration Writing – review & editing)
{"title":"Green synthesis, ADME and docking studies, and in vitro assessment of chromone-based α-aminophosphonates as dual inhibitors of α-amylase and α-glucosidase","authors":"Bhuvaneswari Chalapaka (Formal analysis Investigation Methodology) ,&nbsp;Subramanyam Chennamsetty (Supervision Writing – review & editing) ,&nbsp;Gladis Raja Malar C. (Investigation Resources Software) ,&nbsp;Bharath Pannuri (Formal analysis Methodology Resources Validation) ,&nbsp;S. V. G. Bhavani Nariboina (Conceptualization Data curation Resources) ,&nbsp;S. N. Murthy Boddapati (Investigation Methodology Resources Writing – review & editing) ,&nbsp;Angeline Jyothirmayee Chikkala (Project administration Writing – review & editing)","doi":"10.1080/00397911.2026.2625744","DOIUrl":"10.1080/00397911.2026.2625744","url":null,"abstract":"<div><div>A novel series of chromone-based <em>α</em>-aminophosphonates (<strong>7a</strong>–<strong>j</strong>) as potential dual inhibitors of α-amylase and α-glucosidase were developed and synthesized using a solvent-free, ultrasonic-assisted Kabachnik-Fields reaction catalyzed by nano-ZnO, with high yields. Before synthesis, molecular docking simulations and <em>in silico</em> ADMET evaluation were used to estimate the pharmacokinetic properties and inhibitory interactions with α-amylase and α-glucosidase enzymes. Spectroscopy was utilized to determine structural integrity. The compounds were tested <em>in vitro</em> for inhibitory effects on two enzymes linked to type 2 diabetes. When compared to acarbose, the <em>in silico</em> ADME analysis showed favorable pharmacokinetic characteristics suggesting promising oral drug-likeness. Stronger binding affinities were found in molecular docking studies toward pancreatic α-amylase and α-glucosidase than acarbose. Compounds <strong>7e</strong>, <strong>7d</strong>, and <strong>7i</strong> inhibited α-amylase and α-glucosidase with IC<sub>50</sub> values comparable to or better than acarbose, suggesting their promise as scaffolds for anti-diabetic drug development.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 382-408"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418192","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
Antibacterial activity and DNA gyrase inhibitory potency of some novel pyrazolo[1,5-a]pyrimidine-based thiazolidin-4-one hybrids linked to aryl units 与芳基单位连接的新型吡唑[1,5-a]嘧啶类噻唑烷-4- 1杂合体的抑菌活性和DNA旋切酶抑制效能
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-03-04 Epub Date: 2026-02-19 DOI: 10.1080/00397911.2026.2634260
Ahmed A. M. Ahmed (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"Antibacterial activity and DNA gyrase inhibitory potency of some novel pyrazolo[1,5-a]pyrimidine-based thiazolidin-4-one hybrids linked to aryl units","authors":"Ahmed A. M. Ahmed (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2634260","DOIUrl":"10.1080/00397911.2026.2634260","url":null,"abstract":"<div><div>The rising antimicrobial resistance leads to the need to develop new antimicrobial scaffolds. DNA gyrase is a vital, bacteria-specific enzyme, a prime target for the discovery of new antibiotics. The potential anti-DNA gyrase potency of some pyrazolo[1,5-<em>a</em>]pyrimidine-based 2-arylthiazolidin-4-ones <strong>1</strong> was examined. These products were obtained herein, in 77-94% yields, by reacting a mixture of the proper amines, benzaldehydes, and thioglycolic acid in refluxing ethanol for 5–6 h containing 20 mol% <em>para</em>-toluenesulfonic acid. Hybrids <strong>1d</strong> and <strong>1k</strong>, attached to 4-nitrophenyl units at thiazolidinone-C2, displayed comparable potency to ciprofloxacin with MIC/MBC of 1.77/3.53 and 1.39/2.79 µM, respectively, against <em>S. aureus</em> and MIC/MBC of 2.82/5.65 and 2.23/4.45 µM, respectively, against <em>E. faecalis</em> and <em>P. aeruginosa</em>. <strong>1d</strong> and <strong>1k</strong> demonstrated promising anti-MRSA potency with MIC/MBC of 3.53/14.13 and 2.79/11.15 µM, respectively, and significant <em>S. aureus</em> DNA gyrase inhibitory activity, with IC<sub>50</sub> of 1.78 and 1.52 μM, respectively.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 409-427"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418043","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
Chromene-based enaminones: Versatile precursors for the synthesis of new 1-phenyl-1H-pyrazole-3-carboxylate hybrids with potential MRSA inhibitory potency 铬基胺酮:合成具有潜在MRSA抑制能力的新1-苯基- 1h -吡唑-3-羧酸杂合体的多功能前体
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-02-16 Epub Date: 2026-01-29 DOI: 10.1080/00397911.2026.2621793
Mohamed A. A. Elneairy (Conceptualization Data curation Formal analysis Resources Software Supervision) , Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Nagwa H. S. Ahmed (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)
{"title":"Chromene-based enaminones: Versatile precursors for the synthesis of new 1-phenyl-1H-pyrazole-3-carboxylate hybrids with potential MRSA inhibitory potency","authors":"Mohamed A. A. Elneairy (Conceptualization Data curation Formal analysis Resources Software Supervision) ,&nbsp;Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Nagwa H. S. Ahmed (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2621793","DOIUrl":"10.1080/00397911.2026.2621793","url":null,"abstract":"<div><div>The goal of the current work is to explore the antibacterial potency, especially MRSA inhibitory activity, of new ethyl 4-(2-oxo-2<em>H</em>-chromene-3-carbonyl)-1-aryl-1<em>H</em>-pyrazole-3-carboxylates <strong>1a-1l</strong>. The desired products are obtained, in 77–95% yields, by reacting the appropriate chromene-based enaminones with the various hydrazonyl chlorides utilizing a suitable [3 + 2] cycloaddition protocol. The aforementioned protocol was conducted using an equimolar amount of triethylamine in refluxing dioxane for 6–8 h. Some new chromene-pyrazoles showed promising bacterial inhibitory efficacy, especially against <em>Staphylococcus aureus</em> and <em>Enterococcus faecalis</em>. Ethyl 1-(4-nitrophenyl)-1<em>H</em>-pyrazole-3-carboxylate hybrids <strong>1d</strong> and <strong>1j</strong>, attached to 4-(6-(((4-chlorophenyl)thio)methyl)-2-oxo-2<em>H</em>-chromene-3-carbonyl) or 4-(2-oxo-6-((<em>p</em>-tolylthio)methyl)-2<em>H</em>-chromene-3-carbonyl) units, displayed comparable potency to ciprofloxacin with MIC/MBC of 2.2/4.4 and 2.3/4.6 µM, respectively. Moreover, the previous hybrids demonstrated comparable MRSA inhibitory potency to linezolid with MIC/MBC of 4.4/17.6 and 4.6/18.2 µM, respectively. As shown by the Ames test and in the presence of the S9 mix, <strong>1d</strong> and <strong>1j</strong> were found not to be mutagenic to <em>Salmonella typhimurium</em> strains.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 4","pages":"Pages 298-317"},"PeriodicalIF":1.8,"publicationDate":"2026-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146135692","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
Design and synthesis of 4-arylidenetetrahydrocurcumins 4-芳烯四氢姜黄素的设计与合成
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-02-16 Epub Date: 2026-01-27 DOI: 10.1080/00397911.2026.2613295
Datendra Nath Tripathi (Data curation Formal analysis Investigation Methodology Validation Writing – original draft) , Saravanakumar Rajendran (Conceptualization Formal analysis Supervision Validation Writing – review & editing)
{"title":"Design and synthesis of 4-arylidenetetrahydrocurcumins","authors":"Datendra Nath Tripathi (Data curation Formal analysis Investigation Methodology Validation Writing – original draft) ,&nbsp;Saravanakumar Rajendran (Conceptualization Formal analysis Supervision Validation Writing – review & editing)","doi":"10.1080/00397911.2026.2613295","DOIUrl":"10.1080/00397911.2026.2613295","url":null,"abstract":"<div><div>A novel series of 4-arylidene tetrahydrocurcumins was synthesized from tetrahydrocurcumin and various aldehydes <em>via</em> Knoevenagel condensation in 81–90% yield. Aliphatic and aromatic aldehydes substituted with electron-donating and withdrawing groups were found to be effective substrates. The synthesized compounds were characterized using various spectroscopic techniques, and the structure of one of the derivatives was unambiguously established by single-crystal X-ray diffraction. These compounds were designed as a resemblance of combretastatin A4 scaffold integrated with curcumin. Our design and synthesis offer 4-arylidene tetrahydrocurcumin derivatives as a new class of compounds for evaluating bioactivity, with improved bioavailability, stability, and therapeutic efficacy.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 4","pages":"Pages 288-297"},"PeriodicalIF":1.8,"publicationDate":"2026-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146135695","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
Copper-catalyzed persulfate oxidation of δ-lactones to tetrahydrofurans with one-carbon deletion 铜催化过硫酸盐氧化δ-内酯生成一碳缺失的四氢呋喃
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-02-16 Epub Date: 2026-02-02 DOI: 10.1080/00397911.2025.2609819
So Ohkubo (Investigation Methodology) , Tomoyuki Yoshimura (Supervision Writing – review & editing) , Shohei Hamada (Supervision Writing – review & editing) , Jun-ichi Matsuo (Conceptualization Funding acquisition Supervision Writing – original draft Writing – review & editing)
{"title":"Copper-catalyzed persulfate oxidation of δ-lactones to tetrahydrofurans with one-carbon deletion","authors":"So Ohkubo (Investigation Methodology) ,&nbsp;Tomoyuki Yoshimura (Supervision Writing – review & editing) ,&nbsp;Shohei Hamada (Supervision Writing – review & editing) ,&nbsp;Jun-ichi Matsuo (Conceptualization Funding acquisition Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2609819","DOIUrl":"10.1080/00397911.2025.2609819","url":null,"abstract":"<div><div>Synthesis of 2-aryl tetrahydrofurans from 2-aryl-δ-lactones with one-carbon deletion was established by using a catalytic amount (10 mol%) of CuSO<sub>4</sub> and two equivalents of sodium persulfate in 5% sulfuric acid. Copper(III) or sulfate radical anion worked as oxidant to generate carboxy radicals and α-aryl carbocations. The aryl group stabilized radicals formed by decarboxylation of the carboxy radicals.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 4","pages":"Pages 328-336"},"PeriodicalIF":1.8,"publicationDate":"2026-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146135693","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
Direct synthesis of 5-cycloalkene-substituted γ-butenolides via [2,3]-Wittig rearrangement of vinylogous urethanes 用[2,3]-维蒂格重排法直接合成5-环烯烃取代γ-丁烯内酯
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-02-16 Epub Date: 2026-01-29 DOI: 10.1080/00397911.2026.2621827
Guo-Ming Ho (Data curation Investigation Writing – original draft) , Chao-Wen Tseng (Data curation) , Yi-Hung Liu (Data curation) , Yu-Jang Li (Conceptualization Data curation Funding acquisition Methodology Supervision)
{"title":"Direct synthesis of 5-cycloalkene-substituted γ-butenolides via [2,3]-Wittig rearrangement of vinylogous urethanes","authors":"Guo-Ming Ho (Data curation Investigation Writing – original draft) ,&nbsp;Chao-Wen Tseng (Data curation) ,&nbsp;Yi-Hung Liu (Data curation) ,&nbsp;Yu-Jang Li (Conceptualization Data curation Funding acquisition Methodology Supervision)","doi":"10.1080/00397911.2026.2621827","DOIUrl":"10.1080/00397911.2026.2621827","url":null,"abstract":"<div><div>A direct synthesis of 5-cycloalkene-substituted γ-butenolides via an tandem [2,3]-Wittig rearrangement/lactonization of γ-allyloxy vinylogous urethane enolates are described. The reaction accommodates diverse cycloalkenyl substrates and affords the corresponding γ-butenolides in good yields with diastereoselectivity that depends on the substrate. The observed stereochemical outcomes, as established by X-ray crystallographic analysis, can be rationalized by simple transition-state models, and the method offers an efficient approach to γ-butenolide frameworks relevant to sesquiterpene lactones.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 4","pages":"Pages 318-327"},"PeriodicalIF":1.8,"publicationDate":"2026-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146135694","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
Recent advances in multicomponent synthesis of functionalized thiazole derivatives: a critical review 多组分功能化噻唑衍生物合成研究进展综述
IF 1.8 3区 化学
Synthetic Communications Pub Date : 2026-02-16 Epub Date: 2026-01-30 DOI: 10.1080/00397911.2026.2621788
Maryam Zulfiqar (Data curation Formal analysis Investigation Methodology Visualization Writing – original draft) , Tanzeela Riaz (Formal analysis Methodology Validation Writing – original draft) , Matloob Ahmad (Conceptualization Methodology Project administration Supervision Writing – original draft Writing – review & editing) , Salma Shahid (Data curation Investigation Visualization) , Noshin Afshan (Data curation Investigation Resources Software Validation) , Sana Aslam (Conceptualization Project administration Resources Supervision Writing – review & editing)
{"title":"Recent advances in multicomponent synthesis of functionalized thiazole derivatives: a critical review","authors":"Maryam Zulfiqar (Data curation Formal analysis Investigation Methodology Visualization Writing – original draft) ,&nbsp;Tanzeela Riaz (Formal analysis Methodology Validation Writing – original draft) ,&nbsp;Matloob Ahmad (Conceptualization Methodology Project administration Supervision Writing – original draft Writing – review & editing) ,&nbsp;Salma Shahid (Data curation Investigation Visualization) ,&nbsp;Noshin Afshan (Data curation Investigation Resources Software Validation) ,&nbsp;Sana Aslam (Conceptualization Project administration Resources Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2621788","DOIUrl":"10.1080/00397911.2026.2621788","url":null,"abstract":"<div><div>Thiazole derivatives are a significant group of heterocyclic compounds known for their wide range of biological activities and extensive uses in pharmaceuticals, agriculture, and material science. Multicomponent synthetic methods have become powerful tools for the rapid and efficient synthesis of functionalized thiazole derivatives, offering advantages such as operational simplicity, high atom economy, and structural diversity in a single reaction step. This review provides a thorough analysis of one-pot synthetic methodologies reported in the literature from 2014 to 2025 for thiazole derivatives, with a focus on catalytic systems and reaction mechanisms. Furthermore, the review discusses prospects for developing greener, more sustainable, and versatile synthetic protocols to enhance the utility of thiazole derivatives in drug discovery and material innovation. The relevance of this review lies in providing researchers with an in-depth and critical analysis of existing methodologies, thereby enabling them to devise efficient and environmentally friendly approaches to synthesize functionalized thiazole derivatives.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 4","pages":"Pages 255-287"},"PeriodicalIF":1.8,"publicationDate":"2026-02-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146135696","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}
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