Najla Altwaijry , Asmaa Saleh , Esam A. Ishak , Hamdi M. D. Nasr , Ismail M. M. Othman
{"title":"醋酸催化一锅法合成新型苯并[4,5]咪唑[1,2-a]嘧啶和吡唑[1,5-a]嘧啶","authors":"Najla Altwaijry , Asmaa Saleh , Esam A. Ishak , Hamdi M. D. Nasr , Ismail M. M. Othman","doi":"10.1080/00397911.2024.2419872","DOIUrl":null,"url":null,"abstract":"<div><div>A novel set chalcones <strong>3a-d</strong> was efficiently synthesized in elevated produces across the condensing process of Claisen-Schmidt. An eco-friendly and efficient process was designed for creating a novel desired products <strong>5a-f</strong> and <strong>7a-f</strong>, respectively with excellent yields. This synthesis was accomplished by reacting acetophenone derivatives <strong>1a-d</strong>, heteroaromatic aldehydes <strong>2a,b</strong> and aminobenzoimidazole <strong>4</strong> or 3-aminopyrazole <strong>6a,b</strong>, using acetic acid as both the catalyst and solvent. Solvent optimization was performed during the synthesis of the desired compounds <strong>5a</strong> or <strong>7a</strong>, highlighting the benefits of using acetic acid that is harmless for the environment, which offers easy procedure, rapid reaction, elevated efficiency and broad tolerance of starting materials. The preferred products were verified through compatible spectroscopic data. The antimicrobial efficacious for all compounds was successfully evaluated against various microorganisms, revealing that <strong>3b</strong> exhibited significant antimicrobial activity across all tested microbes, with measurements of the minimum inhibitory concentrations being between 4.80 to 63.8 μM.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"54 23","pages":"Pages 2038-2051"},"PeriodicalIF":1.8000,"publicationDate":"2024-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One-pot synthesis of new benzo[4,5]imidazo[1,2-a]pyrimidines and pyrazolo[1,5-a] pyrimidines as an eco-friendly and effective method catalyzed by acetic acid with prospective antimicrobial agents\",\"authors\":\"Najla Altwaijry , Asmaa Saleh , Esam A. Ishak , Hamdi M. D. Nasr , Ismail M. M. Othman\",\"doi\":\"10.1080/00397911.2024.2419872\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A novel set chalcones <strong>3a-d</strong> was efficiently synthesized in elevated produces across the condensing process of Claisen-Schmidt. An eco-friendly and efficient process was designed for creating a novel desired products <strong>5a-f</strong> and <strong>7a-f</strong>, respectively with excellent yields. This synthesis was accomplished by reacting acetophenone derivatives <strong>1a-d</strong>, heteroaromatic aldehydes <strong>2a,b</strong> and aminobenzoimidazole <strong>4</strong> or 3-aminopyrazole <strong>6a,b</strong>, using acetic acid as both the catalyst and solvent. Solvent optimization was performed during the synthesis of the desired compounds <strong>5a</strong> or <strong>7a</strong>, highlighting the benefits of using acetic acid that is harmless for the environment, which offers easy procedure, rapid reaction, elevated efficiency and broad tolerance of starting materials. The preferred products were verified through compatible spectroscopic data. The antimicrobial efficacious for all compounds was successfully evaluated against various microorganisms, revealing that <strong>3b</strong> exhibited significant antimicrobial activity across all tested microbes, with measurements of the minimum inhibitory concentrations being between 4.80 to 63.8 μM.</div></div>\",\"PeriodicalId\":22119,\"journal\":{\"name\":\"Synthetic Communications\",\"volume\":\"54 23\",\"pages\":\"Pages 2038-2051\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2024-12-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synthetic Communications\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0039791124001267\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791124001267","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
One-pot synthesis of new benzo[4,5]imidazo[1,2-a]pyrimidines and pyrazolo[1,5-a] pyrimidines as an eco-friendly and effective method catalyzed by acetic acid with prospective antimicrobial agents
A novel set chalcones 3a-d was efficiently synthesized in elevated produces across the condensing process of Claisen-Schmidt. An eco-friendly and efficient process was designed for creating a novel desired products 5a-f and 7a-f, respectively with excellent yields. This synthesis was accomplished by reacting acetophenone derivatives 1a-d, heteroaromatic aldehydes 2a,b and aminobenzoimidazole 4 or 3-aminopyrazole 6a,b, using acetic acid as both the catalyst and solvent. Solvent optimization was performed during the synthesis of the desired compounds 5a or 7a, highlighting the benefits of using acetic acid that is harmless for the environment, which offers easy procedure, rapid reaction, elevated efficiency and broad tolerance of starting materials. The preferred products were verified through compatible spectroscopic data. The antimicrobial efficacious for all compounds was successfully evaluated against various microorganisms, revealing that 3b exhibited significant antimicrobial activity across all tested microbes, with measurements of the minimum inhibitory concentrations being between 4.80 to 63.8 μM.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.