{"title":"可见光介导的亚甲基亚胺脱羧(氨基)烷基化反应","authors":"Seshadri Reddy Nasireddy, Parashuram Sharma, Kirti Khanna, Anand Singh","doi":"10.1021/acs.joc.5c00159","DOIUrl":null,"url":null,"abstract":"Herein, we report an efficient, organophotocatalyzed decarboxylative (amino)alkylation of azomethine imines using readily available carboxylic acids as alkylating agents. This transformation exhibits wide scope, and a variety of carboxylic acids, including glycine derivatives, were employed as radical precursors. The use of 4CzIPN as the photocatalyst allowed the application of nonbenzylic secondary and tertiary carboxylic acids also, overcoming previous limitations. The wide scope, applicability of nonprefunctionalized precursors, and mild conditions are the highlights of this method. The intermediacy of key radical intermediates was established by radical trapping experiments.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"10 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-04-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-Light-Mediated Decarboxylative (Amino)Alkylation of Azomethine Imines\",\"authors\":\"Seshadri Reddy Nasireddy, Parashuram Sharma, Kirti Khanna, Anand Singh\",\"doi\":\"10.1021/acs.joc.5c00159\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Herein, we report an efficient, organophotocatalyzed decarboxylative (amino)alkylation of azomethine imines using readily available carboxylic acids as alkylating agents. This transformation exhibits wide scope, and a variety of carboxylic acids, including glycine derivatives, were employed as radical precursors. The use of 4CzIPN as the photocatalyst allowed the application of nonbenzylic secondary and tertiary carboxylic acids also, overcoming previous limitations. The wide scope, applicability of nonprefunctionalized precursors, and mild conditions are the highlights of this method. The intermediacy of key radical intermediates was established by radical trapping experiments.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"10 1\",\"pages\":\"\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-04-07\",\"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://doi.org/10.1021/acs.joc.5c00159\",\"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://doi.org/10.1021/acs.joc.5c00159","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Visible-Light-Mediated Decarboxylative (Amino)Alkylation of Azomethine Imines
Herein, we report an efficient, organophotocatalyzed decarboxylative (amino)alkylation of azomethine imines using readily available carboxylic acids as alkylating agents. This transformation exhibits wide scope, and a variety of carboxylic acids, including glycine derivatives, were employed as radical precursors. The use of 4CzIPN as the photocatalyst allowed the application of nonbenzylic secondary and tertiary carboxylic acids also, overcoming previous limitations. The wide scope, applicability of nonprefunctionalized precursors, and mild conditions are the highlights of this method. The intermediacy of key radical intermediates was established by radical trapping experiments.
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.