室温下从对醌甲酰胺（p-QMs）合成 N-苄基吡啶酮：体外血浆抗疟活性评估。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-11-06 DOI:10.1039/d4ob01686f

Rapelly Venkatesh , Keerthana Gurukkalot , Vinoth Rajendran , Jeyakumar Kandasamy

{"title":"室温下从对醌甲酰胺（p-QMs）合成 N-苄基吡啶酮：体外血浆抗疟活性评估。","authors":"Rapelly Venkatesh , Keerthana Gurukkalot , Vinoth Rajendran , Jeyakumar Kandasamy","doi":"10.1039/d4ob01686f","DOIUrl":null,"url":null,"abstract":"<div><div>We present a method for synthesizing <em>N</em>-benzyl pyridones from <em>para</em>-quinone methides (<em>p</em>-QMs) and 2- or 4-hydroxy pyridines in the presence of a base at room temperature. The reaction proceeds through 1,6-Michael addition reaction. Simple operation, good to excellent yields, broad substrate scope, and good functional group tolerance are the salient features of the developed methodology. The synthesized <em>N</em>-benzyl pyridones displayed significant <em>in vitro</em> blood-stage antiplasmodial activity at sub-micromolar concentration.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 2","pages":"Pages 383-388"},"PeriodicalIF":2.7000,"publicationDate":"2024-11-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of N-benzyl pyridones from para-quinone methides (p-QMs) at room temperature: evaluation of in vitro blood-stage antiplasmodial activity†\",\"authors\":\"Rapelly Venkatesh , Keerthana Gurukkalot , Vinoth Rajendran , Jeyakumar Kandasamy\",\"doi\":\"10.1039/d4ob01686f\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We present a method for synthesizing <em>N</em>-benzyl pyridones from <em>para</em>-quinone methides (<em>p</em>-QMs) and 2- or 4-hydroxy pyridines in the presence of a base at room temperature. The reaction proceeds through 1,6-Michael addition reaction. Simple operation, good to excellent yields, broad substrate scope, and good functional group tolerance are the salient features of the developed methodology. The synthesized <em>N</em>-benzyl pyridones displayed significant <em>in vitro</em> blood-stage antiplasmodial activity at sub-micromolar concentration.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"23 2\",\"pages\":\"Pages 383-388\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-11-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052024010085\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024010085","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

我们介绍了一种室温下在碱存在下从对醌甲酰胺（p-QMs）和 2-或 4-羟基吡啶合成 N-苄基吡啶酮的方法。反应通过 1,6-迈克尔加成反应进行。该方法操作简单、产率高甚至极高、底物范围广、官能团耐受性好，这些都是其显著特点。合成的 N-苄基吡啶酮在亚微摩尔浓度下具有显著的体外血浆抗疟活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of N-benzyl pyridones from para-quinone methides (p-QMs) at room temperature: evaluation of in vitro blood-stage antiplasmodial activity†

查看原文本刊更多论文

Synthesis of N-benzyl pyridones from para-quinone methides (p-QMs) at room temperature: evaluation of in vitro blood-stage antiplasmodial activity†

We present a method for synthesizing N-benzyl pyridones from para-quinone methides (p-QMs) and 2- or 4-hydroxy pyridines in the presence of a base at room temperature. The reaction proceeds through 1,6-Michael addition reaction. Simple operation, good to excellent yields, broad substrate scope, and good functional group tolerance are the salient features of the developed methodology. The synthesized N-benzyl pyridones displayed significant in vitro blood-stage antiplasmodial activity at sub-micromolar concentration.

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

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.