新型三氟甲基化吡唑衍生物的高效无溶剂无催化剂一锅合成

IF 1.8 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2025-09-02 DOI:10.1080/00397911.2025.2547391

Zhila Zharf Zaki (Conceptualization Investigation Methodology Writing – original draft) , Abbas Ali Esmaeili (Conceptualization Investigation Project administration Supervision Writing – review & editing)

{"title":"新型三氟甲基化吡唑衍生物的高效无溶剂无催化剂一锅合成","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":"{\"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}","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

摘要

建立了一种新颖高效的一锅三组分反应合成2-苯基-4-（（芳基氨基）亚甲基）-5-（三氟甲基）-2,4-二氢- 3h -吡唑-3-酮衍生物。该反应通过1-苯基-3-（三氟甲基）- 1h -吡唑-5(4H)- 1、苯胺衍生物和原甲酸三甲酯在110℃无溶剂条件下缩合进行。这种绿色方案集成了多种药物载体，提供了潜在的生物应用。主要优点包括操作简单，收率高（80%-92%），不需要催化剂和溶剂。IR,1H,1³C, 19F NMR，质谱和元素分析证实了产品的结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

Efficient solvent- and catalyst-free one-pot synthesis of novel trifluoromethylated pyrazole derivatives

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.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

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.