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羰基衍生物向1-氟-2-卤代乙基骨架的偕二氟氟化反应。

Geminal homologative fluorination of carbonyl derivatives to 1-fluoro-2-haloethyl skeletons.

作者信息

Miele Margherita, Castiglione Davide, Prado-Roller Alexander, Castoldi Laura, Pace Vittorio

机构信息

Department of Chemistry, University of Turin, Via Giuria 7, 10125 Turin, Italy.

Institute of Inorganic Chemistry, University of Vienna, Waehringerstrasse 42, 1090, Vienna, Austria.

出版信息

Chem Commun (Camb). 2025 Jun 20. doi: 10.1039/d5cc01542a.

DOI:10.1039/d5cc01542a
PMID:40539331
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12179841/
Abstract

Carbonyl groups undergo the sequential installation of two nucleophilic elements, halomethyl and fluoride moieties. This formal -difunctionalization enables the preparation-under full chemocontrol - of vic-fluorohaloethanes by simply defining the C1 nucleophile, thus enabling access to all combinations of the four halogens.

摘要

羰基会依次引入两个亲核基团,即卤甲基和氟基团。这种形式上的双官能化反应能够在完全化学控制的条件下,通过简单地确定C1亲核试剂来制备邻位氟卤乙烷,从而能够得到四种卤素的所有组合。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/9d18211a0b1f/d5cc01542a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/336bed3ea41b/d5cc01542a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/d9d8fb4ed9bf/d5cc01542a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/9d18211a0b1f/d5cc01542a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/336bed3ea41b/d5cc01542a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/d9d8fb4ed9bf/d5cc01542a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c49c/12179841/9d18211a0b1f/d5cc01542a-s3.jpg

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本文引用的文献

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Regioselective fluorination of allenes enabled by I(I)/I(III) catalysis.通过I(I)/I(III)催化实现的丙二烯的区域选择性氟化反应。
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Diastereodivergent nucleophile-nucleophile alkene chlorofluorination.非对映发散性亲核试剂-亲核试剂烯烃氯氟代反应
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Stereospecific syn-dihalogenations and regiodivergent syn-interhalogenation of alkenes via vicinal double electrophilic activation strategy.通过邻位双亲电活化策略实现烯烃的立体选择性顺式二卤代反应和区域发散性顺式卤间代反应。
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