{"title":"可见光辐照下可回收 g-C3N4 催化 N-芳基甘氨酸与乙烯基砜的脱羧烯化反应","authors":"Teck Peng Loh, Chengjie Guo, Guozhi Zhao, Yabiao Feng, Dong Chen, Dongping Wang, Zhenhua Jia","doi":"10.1039/d5qo00100e","DOIUrl":null,"url":null,"abstract":"Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol of visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N‑aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), which demonstrated broad substrate compatibility, inculding primary, secondary, tertiary N‑aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable for up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that the visible light is essential to achieve the desired transformation efficiently.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"2 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Recyclable g-C3N4 Catalyzed Decarboxylative Alkenylation of N‑aryl Glycines with Vinyl Sulfones under Visible-Light Irradiation\",\"authors\":\"Teck Peng Loh, Chengjie Guo, Guozhi Zhao, Yabiao Feng, Dong Chen, Dongping Wang, Zhenhua Jia\",\"doi\":\"10.1039/d5qo00100e\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol of visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N‑aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), which demonstrated broad substrate compatibility, inculding primary, secondary, tertiary N‑aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable for up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that the visible light is essential to achieve the desired transformation efficiently.\",\"PeriodicalId\":97,\"journal\":{\"name\":\"Organic Chemistry Frontiers\",\"volume\":\"2 1\",\"pages\":\"\"},\"PeriodicalIF\":4.6000,\"publicationDate\":\"2025-02-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Chemistry Frontiers\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d5qo00100e\",\"RegionNum\":1,\"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":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00100e","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Recyclable g-C3N4 Catalyzed Decarboxylative Alkenylation of N‑aryl Glycines with Vinyl Sulfones under Visible-Light Irradiation
Allylamines are a versatile class of compounds with significant applications in pharmaceuticals and as building blocks in organic synthesis. Herein we present a straightforward protocol of visible-light driven g-C3N4-catalyzed decarboxylative alkenylation of N‑aryl glycines with vinyl sulfones to access allylamines in moderate to excellent yields (up to 91%), which demonstrated broad substrate compatibility, inculding primary, secondary, tertiary N‑aryl glycines and diverse vinyl sulfones. Notably, the g-C3N4 catalyst is recyclable for up to five times without obvious loss of catalytic performance. Preliminary mechanistic studies indicated that the visible light is essential to achieve the desired transformation efficiently.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.