gem-使用布氏酸/Bu4NBF4 或电生酸对碳-碳三键进行二氟化反应

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC
Mizuki Yamaguchi, Hiroki Shimao, Kengo Hamasaki, Keiji Nishiwaki, Shigenori Kashimura, Kouichi Matsumoto
{"title":"gem-使用布氏酸/Bu4NBF4 或电生酸对碳-碳三键进行二氟化反应","authors":"Mizuki Yamaguchi, Hiroki Shimao, Kengo Hamasaki, Keiji Nishiwaki, Shigenori Kashimura, Kouichi Matsumoto","doi":"10.3762/bjoc.20.194","DOIUrl":null,"url":null,"abstract":"<p><font size='+1'><b>Abstract</b></font></p>\n<p><i>gem</i>-Difluorination of carbon&#8211;carbon triple bonds was conducted using Br&#248;nsted acids, such as Tf<sub>2</sub>NH and TfOH, combined with Bu<sub>4</sub>NBF<sub>4</sub> as the fluorine source. The electrochemical oxidation of a Bu<sub>4</sub>NBF<sub>4</sub>/CH<sub>2</sub>Cl<sub>2</sub> solution containing alkyne substrates could also give the corresponding <i>gem</i>-difluorinated compounds (<i>in-cell</i> method). The <i>ex-cell</i> electrolysis method was also applicable for <i>gem</i>-difluorination of alkynes.</p>\n<p align='center'><img src='https://www.beilstein-journals.org/bjoc/content/figures/1860-5397-20-194-graphical-abstract.png?max-width=550' border='0'/></p>\n<p><i>Beilstein J. Org. Chem.</i> <b>2024,</b> <i>20,</i> 2261&#8211;2269.&#160;doi:10.3762/bjoc.20.194</p>","PeriodicalId":8756,"journal":{"name":"Beilstein Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.2000,"publicationDate":"2024-09-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"gem-Difluorination of carbon–carbon triple bonds using Brønsted acid/Bu4NBF4 or electrogenerated acid\",\"authors\":\"Mizuki Yamaguchi, Hiroki Shimao, Kengo Hamasaki, Keiji Nishiwaki, Shigenori Kashimura, Kouichi Matsumoto\",\"doi\":\"10.3762/bjoc.20.194\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><font size='+1'><b>Abstract</b></font></p>\\n<p><i>gem</i>-Difluorination of carbon&#8211;carbon triple bonds was conducted using Br&#248;nsted acids, such as Tf<sub>2</sub>NH and TfOH, combined with Bu<sub>4</sub>NBF<sub>4</sub> as the fluorine source. The electrochemical oxidation of a Bu<sub>4</sub>NBF<sub>4</sub>/CH<sub>2</sub>Cl<sub>2</sub> solution containing alkyne substrates could also give the corresponding <i>gem</i>-difluorinated compounds (<i>in-cell</i> method). The <i>ex-cell</i> electrolysis method was also applicable for <i>gem</i>-difluorination of alkynes.</p>\\n<p align='center'><img src='https://www.beilstein-journals.org/bjoc/content/figures/1860-5397-20-194-graphical-abstract.png?max-width=550' border='0'/></p>\\n<p><i>Beilstein J. Org. Chem.</i> <b>2024,</b> <i>20,</i> 2261&#8211;2269.&#160;doi:10.3762/bjoc.20.194</p>\",\"PeriodicalId\":8756,\"journal\":{\"name\":\"Beilstein Journal of Organic Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2024-09-06\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Beilstein Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.3762/bjoc.20.194\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Beilstein Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3762/bjoc.20.194","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

摘要利用 Brønsted 酸,如 Tf2NH 和 TfOH,结合 Bu4NBF4 作为氟源,进行了碳–碳三键的二氟化反应。含有炔基质的 Bu4NBF4/CH2Cl2 溶液的电化学氧化也能得到相应的二氟化宝石化合物(池内法)。电池外电解法也适用于炔烃的宝石二氟化。Chem.2024, 20, 2261–2269. doi:10.3762/bjoc.20.194
本文章由计算机程序翻译,如有差异,请以英文原文为准。
gem-Difluorination of carbon–carbon triple bonds using Brønsted acid/Bu4NBF4 or electrogenerated acid

Abstract

gem-Difluorination of carbon–carbon triple bonds was conducted using Brønsted acids, such as Tf2NH and TfOH, combined with Bu4NBF4 as the fluorine source. The electrochemical oxidation of a Bu4NBF4/CH2Cl2 solution containing alkyne substrates could also give the corresponding gem-difluorinated compounds (in-cell method). The ex-cell electrolysis method was also applicable for gem-difluorination of alkynes.

Beilstein J. Org. Chem. 2024, 20, 2261–2269. doi:10.3762/bjoc.20.194

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
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
×
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
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
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 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信