烯胺酮/烯酮N， s -缩醛与β-酮二腈的光氧化还原催化环化制备多取代吡咯。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-09-15 DOI:10.1021/acs.joc.5c01759

Anup Kumar Sharma, , , Pratima Singh, , and , Krishna Nand Singh*,

{"title":"烯胺酮/烯酮N， s -缩醛与β-酮二腈的光氧化还原催化环化制备多取代吡咯。","authors":"Anup Kumar Sharma, , , Pratima Singh, , and , Krishna Nand Singh*, ","doi":"10.1021/acs.joc.5c01759","DOIUrl":null,"url":null,"abstract":"A facile synthesis of polyfunctionalized pyrroles has been explored via photoredox cascade cyclization of enaminones/ketene N,S-acetals with β-ketodinitriles using eosin Y, CuI, and Ag2CO3 in acetonitrile under blue LED irradiation at room temperature. The present report offers an efficient and straightforward approach to pyrrole-3-carboxylic acids and pyrrole-3-carboxamides with wide substrate scope and functional group tolerance.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 38","pages":"13679–13690"},"PeriodicalIF":3.6000,"publicationDate":"2025-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoredox Catalyzed Cyclization of Enaminones/Ketene N,S-Acetals with β-Ketodinitriles to Access Polysubstituted Pyrroles\",\"authors\":\"Anup Kumar Sharma, , , Pratima Singh, , and , Krishna Nand Singh*, \",\"doi\":\"10.1021/acs.joc.5c01759\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A facile synthesis of polyfunctionalized pyrroles has been explored via photoredox cascade cyclization of enaminones/ketene N,S-acetals with β-ketodinitriles using eosin Y, CuI, and Ag2CO3 in acetonitrile under blue LED irradiation at room temperature. The present report offers an efficient and straightforward approach to pyrrole-3-carboxylic acids and pyrrole-3-carboxamides with wide substrate scope and functional group tolerance.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 38\",\"pages\":\"13679–13690\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-09-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c01759\",\"RegionNum\":2,\"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":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c01759","RegionNum":2,"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

在室温蓝光LED照射下，在乙腈中以伊红Y、CuI和Ag2CO3为原料，通过光氧化还原级联环化胺酮/烯酮N、s -缩醛和β-酮二腈，制备了多功能化吡咯。本报告提供了一种高效、直接的方法来制备吡咯-3-羧酸和吡咯-3-羧胺，它们具有广泛的底物范围和官能团耐受性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoredox Catalyzed Cyclization of Enaminones/Ketene N,S-Acetals with β-Ketodinitriles to Access Polysubstituted Pyrroles

查看原文本刊更多论文

Photoredox Catalyzed Cyclization of Enaminones/Ketene N,S-Acetals with β-Ketodinitriles to Access Polysubstituted Pyrroles

A facile synthesis of polyfunctionalized pyrroles has been explored via photoredox cascade cyclization of enaminones/ketene N,S-acetals with β-ketodinitriles using eosin Y, CuI, and Ag₂CO₃ in acetonitrile under blue LED irradiation at room temperature. The present report offers an efficient and straightforward approach to pyrrole-3-carboxylic acids and pyrrole-3-carboxamides with wide substrate scope and functional group tolerance.

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

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.