Binbin Zhou , Huacan Xv , Ke Zhang , Xv Han , Shuhao Liu , Jiayu He , Jinwei Sun , Yuling Li , Yun Liu
{"title":"铜(I)促进烯酸脱羧环加成制备吲哚嗪-3-羧酸酯的有效方法","authors":"Binbin Zhou , Huacan Xv , Ke Zhang , Xv Han , Shuhao Liu , Jiayu He , Jinwei Sun , Yuling Li , Yun Liu","doi":"10.1016/j.tet.2024.134423","DOIUrl":null,"url":null,"abstract":"<div><div>A practical synthesis of indolizine-3-carboxylates has been developed <em>via</em> copper-promoted reaction of alkenoic acids with bromoesters and pyridines using air as the terminal oxidant. In this reaction, carboxyl group acts as a traceless substituent to activate carbon-carbon double bond. By this protocol, we have successfully obtained indolizine-3-carboxylates with aryl or alkyl group at 1-position or 2-position of indolizine motif. This protocol features advantages of simple reaction conditions as well as broad substituents kinds.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"171 ","pages":"Article 134423"},"PeriodicalIF":2.2000,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"An efficient approach to indolizine-3-carboxylates via Cu(I)-promoted decarboxylative cycloaddition of alkenoic acids\",\"authors\":\"Binbin Zhou , Huacan Xv , Ke Zhang , Xv Han , Shuhao Liu , Jiayu He , Jinwei Sun , Yuling Li , Yun Liu\",\"doi\":\"10.1016/j.tet.2024.134423\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A practical synthesis of indolizine-3-carboxylates has been developed <em>via</em> copper-promoted reaction of alkenoic acids with bromoesters and pyridines using air as the terminal oxidant. In this reaction, carboxyl group acts as a traceless substituent to activate carbon-carbon double bond. By this protocol, we have successfully obtained indolizine-3-carboxylates with aryl or alkyl group at 1-position or 2-position of indolizine motif. This protocol features advantages of simple reaction conditions as well as broad substituents kinds.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"171 \",\"pages\":\"Article 134423\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2025-02-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402024006045\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/12/12 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024006045","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/12/12 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
An efficient approach to indolizine-3-carboxylates via Cu(I)-promoted decarboxylative cycloaddition of alkenoic acids
A practical synthesis of indolizine-3-carboxylates has been developed via copper-promoted reaction of alkenoic acids with bromoesters and pyridines using air as the terminal oxidant. In this reaction, carboxyl group acts as a traceless substituent to activate carbon-carbon double bond. By this protocol, we have successfully obtained indolizine-3-carboxylates with aryl or alkyl group at 1-position or 2-position of indolizine motif. This protocol features advantages of simple reaction conditions as well as broad substituents kinds.
期刊介绍：
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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