Synthetic Communications最新文献

DTBP mediated tandem oxidative reaction of o-aminobenzamides with alcohols for the synthesis of quinazolinones 邻氨基苯醚介导邻氨基苯酰胺与醇的串联氧化反应合成喹唑啉酮

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-05 DOI: 10.1080/00397911.2025.2500050

Jin Li (Investigation Writing – original draft) , Haotian Cao (Investigation Methodology) , Hongyou Tian (Data curation Investigation) , Huaju Li (Data curation) , Yongke Hu (Funding acquisition Project administration Writing – review & editing)

引用次数: 0

Design, synthesis and antimycobacterial evaluation of benzimidazole-thiazolylhydrazone derivatives: In silico molecular docking studies, DFT analysis and ADMET predictions 苯并咪唑-噻唑腙衍生物的设计、合成和抑菌评价：硅分子对接研究、DFT分析和ADMET预测

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-05 DOI: 10.1080/00397911.2025.2498535

Arya C. G. (Data curation Formal analysis Methodology Writing – original draft) , Jyothi Kumari (Data curation Formal analysis) , Siddhardha Busi (Data curation Formal analysis Investigation Writing – review & editing) , Simi Asma Salim (Data curation Formal analysis) , Munugala Chandrakanth (Data curation Formal analysis Software) , Dharmarajan Sriram (Data curation Formal analysis Investigation Writing – review & editing) , Ramesh Gondru (Data curation Formal analysis Software Visualization Writing – review & editing) , Janardhan Banothu (Conceptualization Funding acquisition Investigation Project administration Resources Supervision Validation Visualization Writing – review & editing)

{"title":"Design, synthesis and antimycobacterial evaluation of benzimidazole-thiazolylhydrazone derivatives: In silico molecular docking studies, DFT analysis and ADMET predictions","authors":"Arya C. G. (Data curation Formal analysis Methodology Writing – original draft) , Jyothi Kumari (Data curation Formal analysis) , Siddhardha Busi (Data curation Formal analysis Investigation Writing – review & editing) , Simi Asma Salim (Data curation Formal analysis) , Munugala Chandrakanth (Data curation Formal analysis Software) , Dharmarajan Sriram (Data curation Formal analysis Investigation Writing – review & editing) , Ramesh Gondru (Data curation Formal analysis Software Visualization Writing – review & editing) , Janardhan Banothu (Conceptualization Funding acquisition Investigation Project administration Resources Supervision Validation Visualization Writing – review & editing)","doi":"10.1080/00397911.2025.2498535","DOIUrl":"10.1080/00397911.2025.2498535","url":null,"abstract":"<div><div>Tuberculosis (TB) remains a significant global health challenge, with 10 million new cases and 1 million deaths annually. The limited availability of anti-TB drugs, prolonged treatment regimens, and drug resistance underscores the urgent need for new therapeutic agents. Leveraging the pharmacological potential of benzimidazole and thiazolylhydrazone scaffolds, we designed and synthesized a series of novel benzimidazole-thiazolylhydrazone derivatives. These compounds were prepared <em>via</em> reactions of phenacyl bromides with thiosemicarbazide and benzimidazole-containing arylaldehydes in ethanol with catalytic acetic acid. <em>In vitro</em> testing against <em>Mycobacterium tuberculosis</em> (H37Rv) revealed notable activity for 4-fluorophenyl (<strong>4b</strong>) and 4-bromophenyl (<strong>4d</strong>) derivatives, with MIC values of 3.125 μg/mL and 6.25 μg/mL, respectively. Molecular docking suggested compound <strong>4b</strong> targets DprE1, crucial in mycobacterial cell wall synthesis, with a binding energy of −10.9 kcal/mol. <em>In silico</em> ADME analysis confirmed drug-likeness, and TOPKAT studies indicated non-carcinogenicity. These results position compound <strong>4b</strong> as a promising lead for further TB drug development.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 10","pages":"Pages 758-773"},"PeriodicalIF":1.8,"publicationDate":"2025-05-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143948410","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

Iron catalyzed N-arylation of 7-azaindole with aryl iodides 铁催化7-叠氮吲哚与芳基碘化物的n -芳化反应

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-05 DOI: 10.1080/00397911.2025.2496968

Yong-Chua Teo (Conceptualization Funding acquisition Supervision Writing – original draft Writing – review & editing) , Ying-Rui Tan (Investigation Methodology) , Wei-Zhi Ang (Investigation Methodology) , Anthia Shun-Ai Teo (Investigation Methodology)

引用次数: 0

A sequential multicomponent reaction toward the construction of a novel contiguous imino-thiazolidinone grafted dispiroheterocyclic scaffolds 构建一种新型连续亚胺噻唑烷酮接枝双杂环支架的顺序多组分反应

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2454961

Sunita Yadav , Ankita , Aakash Singh , Ruby Singh

引用次数: 0

Synthesis of benzimidazole-derived chiral cyclic phosphoric acid and its application in asymmetric induction process 苯并咪唑类手性环磷酸的合成及其在不对称诱导中的应用

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2495140

Swapnil J. Wagh (Data curation Investigation Methodology Writing – original draft Writing – review & editing) , Baludev D. Dadas (Formal analysis Investigation Writing – original draft Writing – review & editing) , Trupti S. Tawde (Formal analysis Investigation Methodology Writing – original draft Writing – review & editing) , Sumaiya Shaikh (Data curation Investigation Methodology Writing – original draft Writing – review & editing) , Anil V. Karnik (Conceptualization Investigation Methodology Project administration Supervision Visualization Writing – original draft Writing – review & editing)

{"title":"Synthesis of benzimidazole-derived chiral cyclic phosphoric acid and its application in asymmetric induction process","authors":"Swapnil J. Wagh (Data curation Investigation Methodology Writing – original draft Writing – review & editing) , Baludev D. Dadas (Formal analysis Investigation Writing – original draft Writing – review & editing) , Trupti S. Tawde (Formal analysis Investigation Methodology Writing – original draft Writing – review & editing) , Sumaiya Shaikh (Data curation Investigation Methodology Writing – original draft Writing – review & editing) , Anil V. Karnik (Conceptualization Investigation Methodology Project administration Supervision Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2495140","DOIUrl":"10.1080/00397911.2025.2495140","url":null,"abstract":"<div><div>Chiral-pool approach has been invoked in a three-step synthetic protocol for the synthesis of 9-membered Benzimidazole-derived organo-Phosphoric Acid (HEBEN-PA). The HEBEN-PA has two fused aryl rings incorporated in the structure to minimize conformational changes. The HEBEN-PA was successfully employed as a Chiral Bronsted acid catalyst for the enantiomerically enriched dihydroquinazolinone synthesis. Synthesis of dihydroquinazolinone occurred with good yields. Effect of solvent, temperature, and the substituents on the level of enantioselectivity have been examined.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 9","pages":"Pages 643-651"},"PeriodicalIF":1.8,"publicationDate":"2025-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143929193","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 amides via TBN-induced oxidation cross-coupling of acetonitrile and N-sulfinylanilines 乙腈与n -亚砜苯胺的tbn诱导氧化交偶联合成酰胺

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2494245

Quansen Wu (Methodology Writing – review & editing) , Zizhong Ma (Data curation) , Rui Li (Methodology) , Ruiqiang Shang (Methodology) , Zhenyu An (Writing – original draft) , Yafeng Liu (Writing – original draft) , Qing Huang (Writing – review & editing) , Zhenjie Qi (Conceptualization Funding acquisition Project administration Writing – original draft Writing – review & editing)

{"title":"Synthesis of amides via TBN-induced oxidation cross-coupling of acetonitrile and N-sulfinylanilines","authors":"Quansen Wu (Methodology Writing – review & editing) , Zizhong Ma (Data curation) , Rui Li (Methodology) , Ruiqiang Shang (Methodology) , Zhenyu An (Writing – original draft) , Yafeng Liu (Writing – original draft) , Qing Huang (Writing – review & editing) , Zhenjie Qi (Conceptualization Funding acquisition Project administration Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2494245","DOIUrl":"10.1080/00397911.2025.2494245","url":null,"abstract":"<div><div>A novel method for the synthesis of amides has been developed that features – <em>tert</em>-butyl nitrite-induced oxidative cross-coupling of acetonitrile with <em>N</em>-sulfinylanilines. Acetonitrile serves as the C2 building block in this process. The present protocol effectively inhibits the competition with the C≡N triple bond but enables the in <em>situ</em> formation of unsaturated C–O bond. The reaction demonstrates a broad substrate scope and can be conducted under mild conditions. Mechanistic studies, including radical trapping experiments and H<sub>2</sub><sup>18</sup>O-labeling, confirm a radical-mediated pathway involving acetonitrile-derived intermediates. Additionally, this method is amenable to gram-scale synthesis.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 9","pages":"Pages 652-660"},"PeriodicalIF":1.8,"publicationDate":"2025-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143929191","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 catalyst and solvent free synthesis of polysubstituted 2-methylene-1,2-dihydropyridines 多取代2-亚甲基-1,2-二氢吡啶的无溶剂催化合成

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2495139

Parusharamudu K (Investigation Methodology) , Bhanu Prasad Banda (Investigation Methodology) , Krishnaiah Atmakur (Conceptualization Methodology Supervision Validation Writing – original draft)

引用次数: 0

Electrochemical oxidative monofluoromethylation of N-acryl-2-aryl benzimidazoles: access to CFH2-containing benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives n-丙烯-2-芳基苯并咪唑的电化学氧化单氟甲基化：获得含cfh2的苯并咪唑[2,1-a]异喹啉-6(5H)- 1衍生物

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2493953

Guojie Yin (Investigation Writing – original draft) , Canli Zhang (Investigation) , Qiong Liu (Data curation Writing – review & editing) , Youju Shu (Data curation) , Weijun Fu (Conceptualization Supervision Writing – original draft)

引用次数: 0

Highly effective, rapid and convenient one-pot synthesis of O,O’-dialkyl-N,N-dialkylphosphoramidates from trialkyl phosphites 以三烷基亚磷酸盐为原料，高效、快速、简便地一锅合成O，O ' -二烷基- n， n -二烷基磷酸酰胺

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-05-03 DOI: 10.1080/00397911.2025.2494244

Sweeti (Conceptualization Formal analysis Investigation Methodology Validation Writing – original draft) , Prince Malik (Formal analysis Methodology) , Gyanesh Kumar Mishra (Formal analysis Methodology) , Hemant Nagpal (Formal analysis) , Ajeet Kumar (Formal analysis Resources Supervision) , Ajay Kumar Purohit (Methodology Resources Supervision Writing – original draft) , Mohammed Mohsin (Conceptualization Data curation Investigation Methodology Supervision Writing – original draft Writing – review & editing)

{"title":"Highly effective, rapid and convenient one-pot synthesis of O,O’-dialkyl-N,N-dialkylphosphoramidates from trialkyl phosphites","authors":"Sweeti (Conceptualization Formal analysis Investigation Methodology Validation Writing – original draft) , Prince Malik (Formal analysis Methodology) , Gyanesh Kumar Mishra (Formal analysis Methodology) , Hemant Nagpal (Formal analysis) , Ajeet Kumar (Formal analysis Resources Supervision) , Ajay Kumar Purohit (Methodology Resources Supervision Writing – original draft) , Mohammed Mohsin (Conceptualization Data curation Investigation Methodology Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2025.2494244","DOIUrl":"10.1080/00397911.2025.2494244","url":null,"abstract":"<div><div>Verification of Chemical Weapon Convention (CWC) related chemicals necessitates proper synthesis of reference chemicals for their unambiguous identification during off-site analysis. <em>O,O’-</em>dialkyl-<em>N,N</em>-dialkylphosphoramidates are listed in Annex 2.B.6 of CWC as precursor of highly toxic nerve agent ‘Tabun’ (Schedule 1.A.2). Existing methods for synthesis of <em>O,O’-</em>dialkyl-<em>N,N</em>-dialkylphosphoramidates (DADAP’s) rely on utilization of hazardous chlorinating agents in the intermediate stage for chlorination purposes. Herein, we report novel one-pot synthesis of CWC related <em>O,O’-</em>dialkyl-<em>N,N</em>-dialkylphosphoramidates from trialkylphosphites by using iodine and appropriate secondary amines as per convention requirement. Reaction was performed in hexane using iodine as a catalyst. Both hexane and iodine were relatively safe, inexpensive and easy to handle. The developed method was tolerated for the synthesis of various <em>O,O’</em>-dialkyl-<em>N,N</em>-dialkylphosphoramidates (1a–1y). Optimized method gives 88–96% product yield within 15 min at 25 °C. All products were characterized by GC-MS, LC-MS,<sup>1</sup>H NMR and <sup>31</sup>P{<sup>1</sup>H} NMR techniques.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 9","pages":"Pages 672-682"},"PeriodicalIF":1.8,"publicationDate":"2025-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143929190","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

Preparation of 2-(N-aroylamino)benzothiazoles via intramolecular C-S cyclization approach 分子内C-S环化法制备2-（n -芳香胺）苯并噻唑

IF 1.8 3区化学

Synthetic Communications Pub Date : 2025-04-29 DOI: 10.1080/00397911.2025.2496696

Ratna Babu Gunturu (Investigation Methodology) , Prasanna Babu Racheeti (Investigation Methodology) , Usharani Mandapati (Formal analysis Methodology) , Ramana Tamminana (Supervision Writing – original draft Writing – review & editing) , Rameshraju Rudraraju (Supervision Writing – review & editing)

引用次数: 0