钴催化含硼试剂与PhSO2SeCH3的甲基硒化。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-10-09 DOI:10.1021/acs.orglett.5c03711

Xinyu Zhou,Jiayi Liang,Fengyin Duan,Lijin Wang,Peng Zou,Daoyong Ni,Ge Wu,Xiaorong Li

{"title":"钴催化含硼试剂与PhSO2SeCH3的甲基硒化。","authors":"Xinyu Zhou,Jiayi Liang,Fengyin Duan,Lijin Wang,Peng Zou,Daoyong Ni,Ge Wu,Xiaorong Li","doi":"10.1021/acs.orglett.5c03711","DOIUrl":null,"url":null,"abstract":"A bench-stable, easy-to-handle, and feasible scalable methylselenating reagent PhSO2SeCH3 was designed and prepared. An array of aryl boronic reagents could undergo electrophilic methylselenation with PhSO2SeCH3 in the presence of CoCl2 and 1,10-Phen to access functionalized arylmethyl selenides, which have important applications in the discovery of antineoplastic drugs. The powerful synthetic applications were demonstrated in late-stage methylselenation of bioactive molecules, 2-fold methylselenation of aryl boronic acids, trideuteromethylselenation and derivative modification of the product.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"114 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cobalt-Catalyzed Methylselenation of Boronic Reagents with PhSO2SeCH3.\",\"authors\":\"Xinyu Zhou,Jiayi Liang,Fengyin Duan,Lijin Wang,Peng Zou,Daoyong Ni,Ge Wu,Xiaorong Li\",\"doi\":\"10.1021/acs.orglett.5c03711\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A bench-stable, easy-to-handle, and feasible scalable methylselenating reagent PhSO2SeCH3 was designed and prepared. An array of aryl boronic reagents could undergo electrophilic methylselenation with PhSO2SeCH3 in the presence of CoCl2 and 1,10-Phen to access functionalized arylmethyl selenides, which have important applications in the discovery of antineoplastic drugs. The powerful synthetic applications were demonstrated in late-stage methylselenation of bioactive molecules, 2-fold methylselenation of aryl boronic acids, trideuteromethylselenation and derivative modification of the product.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"114 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-10-09\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c03711\",\"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 Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c03711","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

设计并制备了一种稳定、易于操作、可扩展的甲基硒化试剂PhSO2SeCH3。一系列芳基硼试剂可以在CoCl2和1,10- phen存在下与PhSO2SeCH3发生亲电甲基硒化反应，从而获得功能化芳基甲基硒化物，这在发现抗肿瘤药物方面具有重要应用。在生物活性分子的后期甲基硒化、芳基硼酸的2倍甲基硒化、三氘甲基硒化和衍生物修饰等方面具有强大的合成应用前景。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

Cobalt-Catalyzed Methylselenation of Boronic Reagents with PhSO2SeCH3.

A bench-stable, easy-to-handle, and feasible scalable methylselenating reagent PhSO2SeCH3 was designed and prepared. An array of aryl boronic reagents could undergo electrophilic methylselenation with PhSO2SeCH3 in the presence of CoCl2 and 1,10-Phen to access functionalized arylmethyl selenides, which have important applications in the discovery of antineoplastic drugs. The powerful synthetic applications were demonstrated in late-stage methylselenation of bioactive molecules, 2-fold methylselenation of aryl boronic acids, trideuteromethylselenation and derivative modification of the product.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.