{"title":"三联体酮催化马来酰亚胺功能化硫苯甲醚。","authors":"Akash Bisoyi,Ramsiya Poolamanna,Alisha Rani Tripathy,Veera Reddy Yatham","doi":"10.1021/acs.joc.5c00794","DOIUrl":null,"url":null,"abstract":"Considering the importance of sulfur-containing organic molecules in various domains of chemistry, we report herein a protocol for the catalytic diastereoselective synthesis of tricyclic heterocycles through α-C(sp3)-H functionalization of thioanisoles with maleimides enabled by triplet ketone catalysis. Mild reaction conditions, an inexpensive photocatalyst, molecular oxygen as a terminal oxidant, and compatibility with various functional groups are advantages of the protocol. Preliminary mechanistic studies suggest the generation of α-thioalkyl radicals and involvement of aerial oxygen in our reaction conditions.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"21 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Triplet Ketone Catalysis-Enabled Functionalization of Thioanisoles with Maleimides.\",\"authors\":\"Akash Bisoyi,Ramsiya Poolamanna,Alisha Rani Tripathy,Veera Reddy Yatham\",\"doi\":\"10.1021/acs.joc.5c00794\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Considering the importance of sulfur-containing organic molecules in various domains of chemistry, we report herein a protocol for the catalytic diastereoselective synthesis of tricyclic heterocycles through α-C(sp3)-H functionalization of thioanisoles with maleimides enabled by triplet ketone catalysis. Mild reaction conditions, an inexpensive photocatalyst, molecular oxygen as a terminal oxidant, and compatibility with various functional groups are advantages of the protocol. Preliminary mechanistic studies suggest the generation of α-thioalkyl radicals and involvement of aerial oxygen in our reaction conditions.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"21 1\",\"pages\":\"\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-06-18\",\"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.5c00794\",\"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.5c00794","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Triplet Ketone Catalysis-Enabled Functionalization of Thioanisoles with Maleimides.
Considering the importance of sulfur-containing organic molecules in various domains of chemistry, we report herein a protocol for the catalytic diastereoselective synthesis of tricyclic heterocycles through α-C(sp3)-H functionalization of thioanisoles with maleimides enabled by triplet ketone catalysis. Mild reaction conditions, an inexpensive photocatalyst, molecular oxygen as a terminal oxidant, and compatibility with various functional groups are advantages of the protocol. Preliminary mechanistic studies suggest the generation of α-thioalkyl radicals and involvement of aerial oxygen in our reaction conditions.
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.