{"title":"香豆素-3-羧酸的脱羧和交叉偶联反应:全面综述","authors":"","doi":"10.1016/j.tet.2024.134238","DOIUrl":null,"url":null,"abstract":"<div><p>The present review article offers an overview of the application of coumarin-3-carboxylic acids as a promising synthon in the synthesizing a diverse array of interesting biologically relevant organic molecules. This is accomplished, primarily through cross-coupling reactions, followed by subsequent decarboxylation, resulting in new reactivity patterns. The ability of the carboxylic acid moiety to enhance the electrophilic character of the directly attached olefinic carbon within a coumarin moiety, along with its feasibility for decarboxylation, opens up straightforward synthetic routes for numerous coumarin-derived molecules, including fused and hybrid heterocycles with remarkable regioselectivity (3-addition, 4-addition, or both). These advancements are primarily based on cascade reactions. This review article aims to provide readers with an up-to-date overview, encompassing contributions predominantly made in this challenging domain of organic synthesis during the last decade.</p></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2024-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Decarboxylation and cross-coupling reactions of coumarin-3-carboxylic acid: A comprehensive review\",\"authors\":\"\",\"doi\":\"10.1016/j.tet.2024.134238\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The present review article offers an overview of the application of coumarin-3-carboxylic acids as a promising synthon in the synthesizing a diverse array of interesting biologically relevant organic molecules. This is accomplished, primarily through cross-coupling reactions, followed by subsequent decarboxylation, resulting in new reactivity patterns. The ability of the carboxylic acid moiety to enhance the electrophilic character of the directly attached olefinic carbon within a coumarin moiety, along with its feasibility for decarboxylation, opens up straightforward synthetic routes for numerous coumarin-derived molecules, including fused and hybrid heterocycles with remarkable regioselectivity (3-addition, 4-addition, or both). These advancements are primarily based on cascade reactions. This review article aims to provide readers with an up-to-date overview, encompassing contributions predominantly made in this challenging domain of organic synthesis during the last decade.</p></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2024-09-01\",\"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/S0040402024004186\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"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/S0040402024004186","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Decarboxylation and cross-coupling reactions of coumarin-3-carboxylic acid: A comprehensive review
The present review article offers an overview of the application of coumarin-3-carboxylic acids as a promising synthon in the synthesizing a diverse array of interesting biologically relevant organic molecules. This is accomplished, primarily through cross-coupling reactions, followed by subsequent decarboxylation, resulting in new reactivity patterns. The ability of the carboxylic acid moiety to enhance the electrophilic character of the directly attached olefinic carbon within a coumarin moiety, along with its feasibility for decarboxylation, opens up straightforward synthetic routes for numerous coumarin-derived molecules, including fused and hybrid heterocycles with remarkable regioselectivity (3-addition, 4-addition, or both). These advancements are primarily based on cascade reactions. This review article aims to provide readers with an up-to-date overview, encompassing contributions predominantly made in this challenging domain of organic synthesis during the last decade.
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.