{"title":"铁催化吡啶基磷盐与CO2的羧化反应。","authors":"Shibiao Tang, , , Bin Li, , and , Baiquan Wang*, ","doi":"10.1021/acs.joc.5c01797","DOIUrl":null,"url":null,"abstract":"<p >Iron is the most abundant transition metal on earth and exhibits the lowest toxicity. However, the iron-catalyzed carboxylation reaction utilizing CO<sub>2</sub> remains significantly underexplored. Here we report an efficient iron-catalyzed carboxylation of pyridylphosphonium salts with CO<sub>2</sub>, which enables the synthesis of a variety of high value-added isoniazid derivatives. This reaction demonstrates excellent tolerance for a wide range of functional groups and possesses high synthetic practicality. The primary catalytic cycle in this reaction may involve an Fe(0)–Fe(I)–Fe(II)–Fe(0) redox sequence.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 38","pages":"13722–13729"},"PeriodicalIF":3.6000,"publicationDate":"2025-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Iron-Catalyzed Carboxylation of Pyridylphosphonium Salts with CO2\",\"authors\":\"Shibiao Tang, , , Bin Li, , and , Baiquan Wang*, \",\"doi\":\"10.1021/acs.joc.5c01797\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Iron is the most abundant transition metal on earth and exhibits the lowest toxicity. However, the iron-catalyzed carboxylation reaction utilizing CO<sub>2</sub> remains significantly underexplored. Here we report an efficient iron-catalyzed carboxylation of pyridylphosphonium salts with CO<sub>2</sub>, which enables the synthesis of a variety of high value-added isoniazid derivatives. This reaction demonstrates excellent tolerance for a wide range of functional groups and possesses high synthetic practicality. The primary catalytic cycle in this reaction may involve an Fe(0)–Fe(I)–Fe(II)–Fe(0) redox sequence.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 38\",\"pages\":\"13722–13729\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-09-12\",\"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.5c01797\",\"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.5c01797","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Iron-Catalyzed Carboxylation of Pyridylphosphonium Salts with CO2
Iron is the most abundant transition metal on earth and exhibits the lowest toxicity. However, the iron-catalyzed carboxylation reaction utilizing CO2 remains significantly underexplored. Here we report an efficient iron-catalyzed carboxylation of pyridylphosphonium salts with CO2, which enables the synthesis of a variety of high value-added isoniazid derivatives. This reaction demonstrates excellent tolerance for a wide range of functional groups and possesses high synthetic practicality. The primary catalytic cycle in this reaction may involve an Fe(0)–Fe(I)–Fe(II)–Fe(0) redox sequence.
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.