{"title":"[1,2]-磷-布鲁克重排引发的钯催化异氰酸酯和邻溴苯甲醛环化反应:获得2h -异吲哚-1-羧酰胺和2h -异吲哚-1-碳腈","authors":"Binbin Wang, Qiushan Gao, Huanfeng Jiang, Wanqing Wu","doi":"10.1002/cjoc.202401015","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>Herein, a [1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2<i>H</i>-isoindole-1-carboxamide and 2<i>H</i>-isoindole-1-carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation and reaction conditions. Mechanistic studies show that the [1,2]-phospha-Brook rearrangement is the key step in this reaction. This protocol offers a novel and concise strategy for the synthesis of 2<i>H</i>-isoindole derivatives.</p>\n <p>\n </p>\n </div>","PeriodicalId":151,"journal":{"name":"Chinese Journal of Chemistry","volume":"43 6","pages":"620-626"},"PeriodicalIF":5.5000,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"[1,2]-Phospha-Brook Rearrangement-Initiated Palladium-Catalyzed Cyclization Reaction of Isocyanides and o-Bromobenzaldehydes: Access to 2H-Isoindole-1-carboxamides and 2H-Isoindole-1-carbonitriles\",\"authors\":\"Binbin Wang, Qiushan Gao, Huanfeng Jiang, Wanqing Wu\",\"doi\":\"10.1002/cjoc.202401015\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>Herein, a [1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2<i>H</i>-isoindole-1-carboxamide and 2<i>H</i>-isoindole-1-carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation and reaction conditions. Mechanistic studies show that the [1,2]-phospha-Brook rearrangement is the key step in this reaction. This protocol offers a novel and concise strategy for the synthesis of 2<i>H</i>-isoindole derivatives.</p>\\n <p>\\n </p>\\n </div>\",\"PeriodicalId\":151,\"journal\":{\"name\":\"Chinese Journal of Chemistry\",\"volume\":\"43 6\",\"pages\":\"620-626\"},\"PeriodicalIF\":5.5000,\"publicationDate\":\"2024-12-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chinese Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/cjoc.202401015\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/cjoc.202401015","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
[1,2]-Phospha-Brook Rearrangement-Initiated Palladium-Catalyzed Cyclization Reaction of Isocyanides and o-Bromobenzaldehydes: Access to 2H-Isoindole-1-carboxamides and 2H-Isoindole-1-carbonitriles
Herein, a [1,2]-phospha-Brook rearrangement-initiated palladium-catalyzed cyclization reaction for base-controlled selective synthesis of 2H-isoindole-1-carboxamide and 2H-isoindole-1-carbonitrile derivatives has been described. This strategy features double isocyanide insertion, efficient bond combinations, simple operation and reaction conditions. Mechanistic studies show that the [1,2]-phospha-Brook rearrangement is the key step in this reaction. This protocol offers a novel and concise strategy for the synthesis of 2H-isoindole derivatives.
期刊介绍:
The Chinese Journal of Chemistry is an international forum for peer-reviewed original research results in all fields of chemistry. Founded in 1983 under the name Acta Chimica Sinica English Edition and renamed in 1990 as Chinese Journal of Chemistry, the journal publishes a stimulating mixture of Accounts, Full Papers, Notes and Communications in English.