{"title":"n掺杂π扩展香豆素:异喹啉和嘧啶融合香豆素的合成及其光物理性质。","authors":"Rajashree Bhuyan, and , Pranjal Gogoi*, ","doi":"10.1021/acs.joc.5c01379","DOIUrl":null,"url":null,"abstract":"<p >We present here a novel series of <i>N</i>-doped π-extended coumarins derived from 4-aminocoumarin. Lewis and Bronsted acids mediated synthetic processes have been adopted for their synthesis, enabling the formation of C–C and C–N bonds under transition-metal-free conditions. This previously unexplored process delivers the target π-extended coumarins in good yields and provides access to isoquinoline- and pyrimidine-fused ring systems. Photophysical properties of the resulting compounds were investigated using UV–vis absorption and fluorescence emission spectroscopy. The synthesized compounds exhibit good fluorescence properties, highlighting their potential application for optoelectronic devices and as probes for bioimaging.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 41","pages":"14500–14514"},"PeriodicalIF":3.6000,"publicationDate":"2025-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"N-Doped π-Extended Coumarins: Synthesis and Photophysical Properties of Isoquinoline and Pyrimidine-Fused Coumarins\",\"authors\":\"Rajashree Bhuyan, and , Pranjal Gogoi*, \",\"doi\":\"10.1021/acs.joc.5c01379\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >We present here a novel series of <i>N</i>-doped π-extended coumarins derived from 4-aminocoumarin. Lewis and Bronsted acids mediated synthetic processes have been adopted for their synthesis, enabling the formation of C–C and C–N bonds under transition-metal-free conditions. This previously unexplored process delivers the target π-extended coumarins in good yields and provides access to isoquinoline- and pyrimidine-fused ring systems. Photophysical properties of the resulting compounds were investigated using UV–vis absorption and fluorescence emission spectroscopy. The synthesized compounds exhibit good fluorescence properties, highlighting their potential application for optoelectronic devices and as probes for bioimaging.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 41\",\"pages\":\"14500–14514\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-10-06\",\"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://pubs.acs.org/doi/10.1021/acs.joc.5c01379\",\"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://pubs.acs.org/doi/10.1021/acs.joc.5c01379","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
N-Doped π-Extended Coumarins: Synthesis and Photophysical Properties of Isoquinoline and Pyrimidine-Fused Coumarins
We present here a novel series of N-doped π-extended coumarins derived from 4-aminocoumarin. Lewis and Bronsted acids mediated synthetic processes have been adopted for their synthesis, enabling the formation of C–C and C–N bonds under transition-metal-free conditions. This previously unexplored process delivers the target π-extended coumarins in good yields and provides access to isoquinoline- and pyrimidine-fused ring systems. Photophysical properties of the resulting compounds were investigated using UV–vis absorption and fluorescence emission spectroscopy. The synthesized compounds exhibit good fluorescence properties, highlighting their potential application for optoelectronic devices and as probes for bioimaging.
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.