{"title":"通过连续光诱导电子转移实现位点选择性吡啶氨基甲酰化","authors":"Zhan-Jie Wang, Jun-Jie Chen and Huan-Ming Huang*, ","doi":"10.1021/acscatal.4c0403210.1021/acscatal.4c04032","DOIUrl":null,"url":null,"abstract":"<p >The development of innovative approaches for synthesizing amide motifs is consistently in high demand. Herein, we successfully employ readily available oxamic acids as carbamoyl radical precursors to couple with pyridinium salts under metal-free conditions, selectively introducing the amide group into pyridine architectures. The key innovation lies in the successful integration of an acridinium-based photocatalyst, which enables the formation of amide bonds through a consecutive photoinduced electron transfer process. This open-shell strategy exhibits remarkable tolerance toward a wide range of functional groups. Furthermore, the applicability of this method has been extended to complex motifs, demonstrating its versatility. Importantly, this approach serves as a complementary strategy to classical amidation synthesis, offering potential advantages such as improved selectivity and expanded synthetic possibilities.</p>","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":"14 20","pages":"15521–15527 15521–15527"},"PeriodicalIF":13.1000,"publicationDate":"2024-10-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Site-Selective Pyridine Carbamoylation Enabled by Consecutive Photoinduced Electron Transfer\",\"authors\":\"Zhan-Jie Wang, Jun-Jie Chen and Huan-Ming Huang*, \",\"doi\":\"10.1021/acscatal.4c0403210.1021/acscatal.4c04032\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The development of innovative approaches for synthesizing amide motifs is consistently in high demand. Herein, we successfully employ readily available oxamic acids as carbamoyl radical precursors to couple with pyridinium salts under metal-free conditions, selectively introducing the amide group into pyridine architectures. The key innovation lies in the successful integration of an acridinium-based photocatalyst, which enables the formation of amide bonds through a consecutive photoinduced electron transfer process. This open-shell strategy exhibits remarkable tolerance toward a wide range of functional groups. Furthermore, the applicability of this method has been extended to complex motifs, demonstrating its versatility. Importantly, this approach serves as a complementary strategy to classical amidation synthesis, offering potential advantages such as improved selectivity and expanded synthetic possibilities.</p>\",\"PeriodicalId\":9,\"journal\":{\"name\":\"ACS Catalysis \",\"volume\":\"14 20\",\"pages\":\"15521–15527 15521–15527\"},\"PeriodicalIF\":13.1000,\"publicationDate\":\"2024-10-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Catalysis \",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acscatal.4c04032\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acscatal.4c04032","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Site-Selective Pyridine Carbamoylation Enabled by Consecutive Photoinduced Electron Transfer
The development of innovative approaches for synthesizing amide motifs is consistently in high demand. Herein, we successfully employ readily available oxamic acids as carbamoyl radical precursors to couple with pyridinium salts under metal-free conditions, selectively introducing the amide group into pyridine architectures. The key innovation lies in the successful integration of an acridinium-based photocatalyst, which enables the formation of amide bonds through a consecutive photoinduced electron transfer process. This open-shell strategy exhibits remarkable tolerance toward a wide range of functional groups. Furthermore, the applicability of this method has been extended to complex motifs, demonstrating its versatility. Importantly, this approach serves as a complementary strategy to classical amidation synthesis, offering potential advantages such as improved selectivity and expanded synthetic possibilities.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.