Hai-Bing Ye , Ye-Peng Bao , Tian-Yang Liu , Tao Wei , Chen Yang , Qing-An Liu , Jun Xuan
{"title":"光氧化还原激活的远程自由基迁移:从重氮烷烃到1,7-二羰基化合物的途径","authors":"Hai-Bing Ye , Ye-Peng Bao , Tian-Yang Liu , Tao Wei , Chen Yang , Qing-An Liu , Jun Xuan","doi":"10.1016/j.tchem.2023.100040","DOIUrl":null,"url":null,"abstract":"<div><p>Herein, we developed a mild and efficient photoredox-enabled remote radical group migration with the utilization of diazoalkanes as radical precursors, giving access to various valuable 1,7-dicarbonlys in moderate to good yields. A diverse set of migrating groups, including benzothiazole, benzothiophene, pyrazine, pyridine, thiazole, thiophene and nitrile were well tolerated. Furthermore, the facile synthesis of 1,8-dicarbonyl compound, scale-up reaction and useful synthetic transformation further proved the method attractive and valuable.</p></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"7 ","pages":"Article 100040"},"PeriodicalIF":0.0000,"publicationDate":"2023-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoredox-enabled remote radical group migration: Pathway to 1,7-dicarbonyl compounds from diazoalkanes\",\"authors\":\"Hai-Bing Ye , Ye-Peng Bao , Tian-Yang Liu , Tao Wei , Chen Yang , Qing-An Liu , Jun Xuan\",\"doi\":\"10.1016/j.tchem.2023.100040\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Herein, we developed a mild and efficient photoredox-enabled remote radical group migration with the utilization of diazoalkanes as radical precursors, giving access to various valuable 1,7-dicarbonlys in moderate to good yields. A diverse set of migrating groups, including benzothiazole, benzothiophene, pyrazine, pyridine, thiazole, thiophene and nitrile were well tolerated. Furthermore, the facile synthesis of 1,8-dicarbonyl compound, scale-up reaction and useful synthetic transformation further proved the method attractive and valuable.</p></div>\",\"PeriodicalId\":74918,\"journal\":{\"name\":\"Tetrahedron chem\",\"volume\":\"7 \",\"pages\":\"Article 100040\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-08-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron chem\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2666951X23000062\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X23000062","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Photoredox-enabled remote radical group migration: Pathway to 1,7-dicarbonyl compounds from diazoalkanes
Herein, we developed a mild and efficient photoredox-enabled remote radical group migration with the utilization of diazoalkanes as radical precursors, giving access to various valuable 1,7-dicarbonlys in moderate to good yields. A diverse set of migrating groups, including benzothiazole, benzothiophene, pyrazine, pyridine, thiazole, thiophene and nitrile were well tolerated. Furthermore, the facile synthesis of 1,8-dicarbonyl compound, scale-up reaction and useful synthetic transformation further proved the method attractive and valuable.
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