Electrochemical Trifluoromethylation of Alkenes Using the Unpurified CF3I Reagent from Fluoroform

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC
Jiaming Cheng,Jinkun Fan,Chunhui Yang,Tengfei Pu,Qi Yang,Junyi Pan,Xu Cheng
{"title":"Electrochemical Trifluoromethylation of Alkenes Using the Unpurified CF3I Reagent from Fluoroform","authors":"Jiaming Cheng,Jinkun Fan,Chunhui Yang,Tengfei Pu,Qi Yang,Junyi Pan,Xu Cheng","doi":"10.1021/acs.joc.6c01627","DOIUrl":null,"url":null,"abstract":"Fluoroform (HCF3) is an excess industrial gas with a significant greenhouse effect. The utilization of fluoroform as the trifluoromethyl precursor could turn the waste into a value-added product. In this work, we report a protocol for converting fluoroform to CF3I, which was used directly in the electrochemical trifluoromethylation of alkenes facilitated by the orthogonal reactivity in two steps. This protocol could give the trifluoromethylated products in comparable yield to those obtained with a commercial CF3I solution. In particular, the iodine residue in the prepared CF3I has a positive effect in some examples, with advantages over commercial CF3I reagents.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"37 1","pages":""},"PeriodicalIF":3.3000,"publicationDate":"2026-10-21","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.6c01627","RegionNum":2,"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

Abstract

Fluoroform (HCF3) is an excess industrial gas with a significant greenhouse effect. The utilization of fluoroform as the trifluoromethyl precursor could turn the waste into a value-added product. In this work, we report a protocol for converting fluoroform to CF3I, which was used directly in the electrochemical trifluoromethylation of alkenes facilitated by the orthogonal reactivity in two steps. This protocol could give the trifluoromethylated products in comparable yield to those obtained with a commercial CF3I solution. In particular, the iodine residue in the prepared CF3I has a positive effect in some examples, with advantages over commercial CF3I reagents.

Abstract Image

用未纯化的氟仿CF3I试剂进行烯烃的电化学三氟甲基化
氟仿(HCF3)是一种过量的工业气体,具有显著的温室效应。利用氟仿作为三氟甲基前体,可将废弃物转化为高附加值产品。在这项工作中,我们报告了一种将氟仿转化为CF3I的方案,该方案直接用于两步正交反应促进烯烃的电化学三氟甲基化。该方案可使三氟甲基化产物的产率与用商业CF3I溶液获得的产率相当。特别是,在某些情况下,所制备的CF3I中的碘残留物具有积极的作用,与商业CF3I试剂相比具有优势。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
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.
×
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:604180095
Book学术官方微信
小红书