吲哚和甲酸铵催化非对称2-烯-1,4-二酮合成多取代吡咯的级联反应

IF 2 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

ChemistrySelect Pub Date : 2025-06-16 DOI:10.1002/slct.202503157

Wen-Jing Nan, Ruo-Fei Lin, Ming-Li Yuan, Yang-Yi Li, Prof. Dr. Wen-Ming Shu, Prof. Dr. An-Xin Wu

{"title":"吲哚和甲酸铵催化非对称2-烯-1,4-二酮合成多取代吡咯的级联反应","authors":"Wen-Jing Nan, Ruo-Fei Lin, Ming-Li Yuan, Yang-Yi Li, Prof. Dr. Wen-Ming Shu, Prof. Dr. An-Xin Wu","doi":"10.1002/slct.202503157","DOIUrl":null,"url":null,"abstract":"<p>A novel method for the synthesis of multisubstituted pyrroles from unsymmetrical 2-ene-1,4-diones, indole, and ammonium formate has been developed. This protocol proceeds via a cascade reaction through direct addition followed by a Paal–Knorr pyrrole reaction. Unsymmetrical 2-ene-1,4-diones are readily available, and the synthesized multi-substituted pyrrole products exhibit good functional-group tolerance. The method is a concise approach for the one-step synthesis of polysubstituted pyrroles, which are key compounds in organic synthesis with extensive applications in pharmaceuticals and materials science.</p>","PeriodicalId":146,"journal":{"name":"ChemistrySelect","volume":"10 23","pages":""},"PeriodicalIF":2.0000,"publicationDate":"2025-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A Cascade Reaction for the Synthesis of Multisubstituted Pyrroles from Unsymmetrical 2-Ene-1,4-diones Using Indoles and Ammonium Formate\",\"authors\":\"Wen-Jing Nan, Ruo-Fei Lin, Ming-Li Yuan, Yang-Yi Li, Prof. Dr. Wen-Ming Shu, Prof. Dr. An-Xin Wu\",\"doi\":\"10.1002/slct.202503157\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A novel method for the synthesis of multisubstituted pyrroles from unsymmetrical 2-ene-1,4-diones, indole, and ammonium formate has been developed. This protocol proceeds via a cascade reaction through direct addition followed by a Paal–Knorr pyrrole reaction. Unsymmetrical 2-ene-1,4-diones are readily available, and the synthesized multi-substituted pyrrole products exhibit good functional-group tolerance. The method is a concise approach for the one-step synthesis of polysubstituted pyrroles, which are key compounds in organic synthesis with extensive applications in pharmaceuticals and materials science.</p>\",\"PeriodicalId\":146,\"journal\":{\"name\":\"ChemistrySelect\",\"volume\":\"10 23\",\"pages\":\"\"},\"PeriodicalIF\":2.0000,\"publicationDate\":\"2025-06-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ChemistrySelect\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/slct.202503157\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemistrySelect","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/slct.202503157","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

摘要

以不对称的2-烯-1,4-二酮、吲哚和甲酸铵为原料合成了多取代吡咯。该方案通过直接加成的级联反应进行，然后是Paal-Knorr吡咯反应。不对称的2-烯-1,4-二酮很容易得到，合成的多取代吡咯产物具有良好的官能团耐受性。该方法是一步合成多取代吡咯的简便方法，多取代吡咯是有机合成中的关键化合物，在医药和材料科学中有着广泛的应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

A Cascade Reaction for the Synthesis of Multisubstituted Pyrroles from Unsymmetrical 2-Ene-1,4-diones Using Indoles and Ammonium Formate

查看原文本刊更多论文

A Cascade Reaction for the Synthesis of Multisubstituted Pyrroles from Unsymmetrical 2-Ene-1,4-diones Using Indoles and Ammonium Formate

A novel method for the synthesis of multisubstituted pyrroles from unsymmetrical 2-ene-1,4-diones, indole, and ammonium formate has been developed. This protocol proceeds via a cascade reaction through direct addition followed by a Paal–Knorr pyrrole reaction. Unsymmetrical 2-ene-1,4-diones are readily available, and the synthesized multi-substituted pyrrole products exhibit good functional-group tolerance. The method is a concise approach for the one-step synthesis of polysubstituted pyrroles, which are key compounds in organic synthesis with extensive applications in pharmaceuticals and materials science.

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

ChemistrySelect Chemistry-General Chemistry

CiteScore

3.30

自引率

4.80%

发文量

1809

审稿时长

1.6 months

期刊介绍： ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.