{"title":"可见光诱导的脱羧环化。","authors":"Suven Das","doi":"10.1039/D4OB01744G","DOIUrl":null,"url":null,"abstract":"<p >The application of visible light as an energy source provides a new avenue in organic transformation due to its mildness, efficiency and selectivity. In fact, recent years have witnessed remarkable advances in photoinduced decarboxylative coupling reactions involving carboxylic acids and their derivatives. Under appropriate photoredox conditions they undergo single electron transfer (SET), resulting in reactive radicals which can assemble with suitable reaction partners. Many types of carboxylic acid derivatives, such as amino acids, <em>N</em>-hydroxy phthalimide (NHPI) esters, α-keto acids, aliphatic/aromatic carboxylic acids, and [bis(difluoroacetoxy)iodo]benzene, can couple with a wide variety of substrates to build structurally complex molecules. The present review summarizes the last five years of progress (2020–2024) in the decarboxylative cyclization of carboxylic acids for constructing carbo-/heterocycles under visible-light irradiation. Annulation could be attained <em>via</em> organophotocatalysis (4CzIPN, g-C<small><sub>3</sub></small>N<small><sub>4</sub></small>, Eosin Y, methylene blue, <em>etc</em>.), metallaphotocatalysis or photocatalyst-free approaches. With an emphasis on the mechanistic rationales and scope of the reactions, this review focuses on recent trends in this emerging area.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 5","pages":" 1016-1066"},"PeriodicalIF":2.7000,"publicationDate":"2024-12-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-light-induced decarboxylative cyclization\",\"authors\":\"Suven Das\",\"doi\":\"10.1039/D4OB01744G\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The application of visible light as an energy source provides a new avenue in organic transformation due to its mildness, efficiency and selectivity. In fact, recent years have witnessed remarkable advances in photoinduced decarboxylative coupling reactions involving carboxylic acids and their derivatives. Under appropriate photoredox conditions they undergo single electron transfer (SET), resulting in reactive radicals which can assemble with suitable reaction partners. Many types of carboxylic acid derivatives, such as amino acids, <em>N</em>-hydroxy phthalimide (NHPI) esters, α-keto acids, aliphatic/aromatic carboxylic acids, and [bis(difluoroacetoxy)iodo]benzene, can couple with a wide variety of substrates to build structurally complex molecules. The present review summarizes the last five years of progress (2020–2024) in the decarboxylative cyclization of carboxylic acids for constructing carbo-/heterocycles under visible-light irradiation. Annulation could be attained <em>via</em> organophotocatalysis (4CzIPN, g-C<small><sub>3</sub></small>N<small><sub>4</sub></small>, Eosin Y, methylene blue, <em>etc</em>.), metallaphotocatalysis or photocatalyst-free approaches. With an emphasis on the mechanistic rationales and scope of the reactions, this review focuses on recent trends in this emerging area.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" 5\",\"pages\":\" 1016-1066\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-12-03\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/ob/d4ob01744g\",\"RegionNum\":3,\"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":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/ob/d4ob01744g","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
The application of visible light as an energy source provides a new avenue in organic transformation due to its mildness, efficiency and selectivity. In fact, recent years have witnessed remarkable advances in photoinduced decarboxylative coupling reactions involving carboxylic acids and their derivatives. Under appropriate photoredox conditions they undergo single electron transfer (SET), resulting in reactive radicals which can assemble with suitable reaction partners. Many types of carboxylic acid derivatives, such as amino acids, N-hydroxy phthalimide (NHPI) esters, α-keto acids, aliphatic/aromatic carboxylic acids, and [bis(difluoroacetoxy)iodo]benzene, can couple with a wide variety of substrates to build structurally complex molecules. The present review summarizes the last five years of progress (2020–2024) in the decarboxylative cyclization of carboxylic acids for constructing carbo-/heterocycles under visible-light irradiation. Annulation could be attained via organophotocatalysis (4CzIPN, g-C3N4, Eosin Y, methylene blue, etc.), metallaphotocatalysis or photocatalyst-free approaches. With an emphasis on the mechanistic rationales and scope of the reactions, this review focuses on recent trends in this emerging area.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.