二氟碳与硫氰酸阴离子的相互作用:获得带有异硫氰酸酯基团的硅试剂

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-11-26 DOI:10.1021/acs.orglett.4c04038
Alexey L. Trifonov, Alexander D. Dilman
{"title":"二氟碳与硫氰酸阴离子的相互作用:获得带有异硫氰酸酯基团的硅试剂","authors":"Alexey L. Trifonov, Alexander D. Dilman","doi":"10.1021/acs.orglett.4c04038","DOIUrl":null,"url":null,"abstract":"The reaction between (bromodifluoromethyl)trimethylsilane (TMSCF<sub>2</sub>Br) and potassium thiocyanate providing TMSCF<sub>2</sub>NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinated group and difluorocarbene in the reaction with <i>N</i>-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"3 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group\",\"authors\":\"Alexey L. Trifonov, Alexander D. Dilman\",\"doi\":\"10.1021/acs.orglett.4c04038\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The reaction between (bromodifluoromethyl)trimethylsilane (TMSCF<sub>2</sub>Br) and potassium thiocyanate providing TMSCF<sub>2</sub>NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinated group and difluorocarbene in the reaction with <i>N</i>-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"3 1\",\"pages\":\"\"},\"PeriodicalIF\":4.9000,\"publicationDate\":\"2024-11-26\",\"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.4c04038\",\"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.4c04038","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

描述了(溴二氟甲基)三甲基硅烷(TMSCF2Br)与硫氰酸钾之间的反应,生成 TMSCF2NCS。该过程涉及二氟碳与硫氰酸阴离子氮原子的相互作用。得到的硅试剂在与 N-烷基亚胺反应时可作为氟化基团和二氟碳的来源,从而得到 2-(二氟甲基硫代)-4-氟咪唑。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group
The reaction between (bromodifluoromethyl)trimethylsilane (TMSCF2Br) and potassium thiocyanate providing TMSCF2NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinated group and difluorocarbene in the reaction with N-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.
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
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.
期刊最新文献
Issue Editorial Masthead Issue Publication Information Ultraviolet-Light-Induced P–H Insertion of α-Halocarbenes Palladium-Catalyzed Coupling of Aryl Chlorides with Secondary Phosphines to Construct Unsymmetrical Tertiary Phosphines A Mild and General trans-Diboration of Both Terminal and Internal Propargyl Alcohols
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1