铜介导的由1,1,2,2-四氟乙基磺酸锌生成hcf2cf2自由基的不饱和有机三氟硼酸盐的四氟甲基化。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-07-16 DOI:10.1039/d5ob01033k

Md Nirshad Alam , Satyajit Majumder , Teruo Umemoto , William R. Dolbier

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引用次数: 0

摘要

提出了一种以锌为试剂，以铜为媒介将1,1,2,2-四氟乙基（CF2CF2H）引入不饱和有机三氟硼酸钾体系的合成方法。hcf2cf2自由基由（HCF2CF2SO2）2Zn原位生成，以TBHP为氧化剂，与铜催化剂结合，促进烯烃和炔烃上BF3K基团的取代。反应在环境空气中进行，使用温和和实用的条件。该方法提供了以中等至较高收率获得四氟乙基化烯烃和炔产品的途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Copper-mediated tetrafluoroethylation of unsaturated organotrifluoroborates via generation of the HCF2CF2-radical from zinc 1,1,2,2-tetrafluoroethanesulfinate†

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Copper-mediated tetrafluoroethylation of unsaturated organotrifluoroborates via generation of the HCF2CF2-radical from zinc 1,1,2,2-tetrafluoroethanesulfinate†

A copper-mediated synthetic method for the incorporation of the 1,1,2,2-tetrafluoroethyl (CF₂CF₂H) group into unsaturated potassium organotrifluoroborate systems using the zinc 1,1,2,2-tetrafluoroethanesulfinate reagent has been developed. The HCF₂CF₂-radical, derived in situ from (HCF₂CF₂SO₂)₂Zn using TBHP as an oxidant, combines with a copper-catalyst to promote the replacement of the BF₃K group on alkenes and alkynes. The reactions are carried out under ambient air, using mild and practical conditions. The method provides access to tetrafluoroethylated alkene and alkyne products in moderate to good yields.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.