通过三重氯-珀默活化促进 UK-2A 酸的新合成

IF 1.7 4区化学 Q3 CHEMISTRY, ORGANIC Synlett Pub Date : 2024-06-19 DOI:10.1055/a-2333-8714

Renaud Beaudegnies, Alicia Fröscher, Clemens Lamberth

{"title":"通过三重氯-珀默活化促进 UK-2A 酸的新合成","authors":"Renaud Beaudegnies, Alicia Fröscher, Clemens Lamberth","doi":"10.1055/a-2333-8714","DOIUrl":null,"url":null,"abstract":"<p>A new method for the preparation of 3-hydroxy-4-methoxypicolinic acid, the acid moiety of the fungicidally active natural product UK-2A is reported. In contrast to the two previously reported routes to UK-2A acid, which start from 3-hydroxypyridine and furfural, this novel synthesis applies maltol as inexpensive starting material and proceeds via a unique modification of the Pummerer reaction.</p> ","PeriodicalId":22319,"journal":{"name":"Synlett","volume":null,"pages":null},"PeriodicalIF":1.7000,"publicationDate":"2024-06-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A New Synthesis of UK-2A Acid Facilitated by a Triple Chloro-Pummerer Activation\",\"authors\":\"Renaud Beaudegnies, Alicia Fröscher, Clemens Lamberth\",\"doi\":\"10.1055/a-2333-8714\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A new method for the preparation of 3-hydroxy-4-methoxypicolinic acid, the acid moiety of the fungicidally active natural product UK-2A is reported. In contrast to the two previously reported routes to UK-2A acid, which start from 3-hydroxypyridine and furfural, this novel synthesis applies maltol as inexpensive starting material and proceeds via a unique modification of the Pummerer reaction.</p> \",\"PeriodicalId\":22319,\"journal\":{\"name\":\"Synlett\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2024-06-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Synlett\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1055/a-2333-8714\",\"RegionNum\":4,\"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":"Synlett","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1055/a-2333-8714","RegionNum":4,"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

本报告介绍了一种制备 3-hydroxy-4-methoxypicolinic acid（具有杀真菌活性的天然产物 UK-2A 的酸基）的新方法。与之前报道的以 3-hydroxypyridine 和糠醛为起始原料制备 UK-2A 酸的两种方法不同，这种新型合成方法采用麦芽酚作为廉价的起始原料，并通过对 Pummerer 反应的独特改良进行。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

摘要图片

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

A New Synthesis of UK-2A Acid Facilitated by a Triple Chloro-Pummerer Activation

A new method for the preparation of 3-hydroxy-4-methoxypicolinic acid, the acid moiety of the fungicidally active natural product UK-2A is reported. In contrast to the two previously reported routes to UK-2A acid, which start from 3-hydroxypyridine and furfural, this novel synthesis applies maltol as inexpensive starting material and proceeds via a unique modification of the Pummerer reaction.

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

Synlett 化学-有机化学

CiteScore

3.40

自引率

5.00%

发文量

369

审稿时长

1 months

期刊介绍： SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.