Shuwen Chen , Hui Qiu , JingWen Jia , Akira Matsumoto , Terumasa Kato , Zhe Wang , Yan Liu , Keiji Maruoka
{"title":"亚砜、磺、硒和吡啶类化合物作为新型HAT有机催化剂的光诱导自由基CH烷基化反应","authors":"Shuwen Chen , Hui Qiu , JingWen Jia , Akira Matsumoto , Terumasa Kato , Zhe Wang , Yan Liu , Keiji Maruoka","doi":"10.1016/j.tetlet.2025.155590","DOIUrl":null,"url":null,"abstract":"<div><div>A photoinduced radical C<img>H alkylation reaction using sulfoxonium and sulfonium ylides as hydrogen atom transfer (HAT) catalysts has been developed. The reaction of tetrahydrofuran derivatives or aldehydes with phenyl vinyl sulfone in the presence of photoredox catalyst and HAT catalysts with base under blue light irradiation afforded C<img>C coupling products in moderate-to-good yields. This approach was successfully applied using similar selenium and pyridinium ylides as HAT catalysts.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"164 ","pages":"Article 155590"},"PeriodicalIF":1.5000,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Photoinduced radical CH alkylation by sulfoxonium, sulfonium, selenium and pyridinium ylides as new HAT organocatalysts\",\"authors\":\"Shuwen Chen , Hui Qiu , JingWen Jia , Akira Matsumoto , Terumasa Kato , Zhe Wang , Yan Liu , Keiji Maruoka\",\"doi\":\"10.1016/j.tetlet.2025.155590\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A photoinduced radical C<img>H alkylation reaction using sulfoxonium and sulfonium ylides as hydrogen atom transfer (HAT) catalysts has been developed. The reaction of tetrahydrofuran derivatives or aldehydes with phenyl vinyl sulfone in the presence of photoredox catalyst and HAT catalysts with base under blue light irradiation afforded C<img>C coupling products in moderate-to-good yields. This approach was successfully applied using similar selenium and pyridinium ylides as HAT catalysts.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"164 \",\"pages\":\"Article 155590\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-05-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040392500139X\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392500139X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Photoinduced radical CH alkylation by sulfoxonium, sulfonium, selenium and pyridinium ylides as new HAT organocatalysts
A photoinduced radical CH alkylation reaction using sulfoxonium and sulfonium ylides as hydrogen atom transfer (HAT) catalysts has been developed. The reaction of tetrahydrofuran derivatives or aldehydes with phenyl vinyl sulfone in the presence of photoredox catalyst and HAT catalysts with base under blue light irradiation afforded CC coupling products in moderate-to-good yields. This approach was successfully applied using similar selenium and pyridinium ylides as HAT catalysts.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.