Zhila Zharf Zaki (Conceptualization Investigation Methodology Writing – original draft) , Abbas Ali Esmaeili (Conceptualization Investigation Project administration Supervision Writing – review & editing)
{"title":"Efficient solvent- and catalyst-free one-pot synthesis of novel trifluoromethylated pyrazole derivatives","authors":"Zhila Zharf Zaki (Conceptualization Investigation Methodology Writing – original draft) , Abbas Ali Esmaeili (Conceptualization Investigation Project administration Supervision Writing – review & editing)","doi":"10.1080/00397911.2025.2547391","DOIUrl":null,"url":null,"abstract":"<div><div>A novel and efficient one-pot, three-component reaction was developed for the synthesis of 2-phenyl-4-((arylamino)methylene)-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one derivatives. The reaction proceeds via the condensation of 1-phenyl-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one, aniline derivatives, and trimethyl orthoformate under solvent-free conditions at 110 °C. This green protocol integrates multiple pharmacophores, offering potential for biological applications. Key advantages include operational simplicity, high yields (80%–92%), and the absence of catalysts and solvents. IR,<sup>1</sup>H,<sup>1</sup>³C, <sup>19</sup>F NMR, mass spectrometry, and elemental analysis confirmed product structures.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"55 17","pages":"Pages 1306-1314"},"PeriodicalIF":1.8000,"publicationDate":"2025-09-02","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/S003979112500075X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
A novel and efficient one-pot, three-component reaction was developed for the synthesis of 2-phenyl-4-((arylamino)methylene)-5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one derivatives. The reaction proceeds via the condensation of 1-phenyl-3-(trifluoromethyl)-1H-pyrazol-5(4H)-one, aniline derivatives, and trimethyl orthoformate under solvent-free conditions at 110 °C. This green protocol integrates multiple pharmacophores, offering potential for biological applications. Key advantages include operational simplicity, high yields (80%–92%), and the absence of catalysts and solvents. IR,1H,1³C, 19F NMR, mass spectrometry, and elemental analysis confirmed product structures.
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.