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硼酸的亲电三氟甲基硒化反应

Electrophilic Trifluoromethylselenolation of Boronic Acids.

作者信息

Ghiazza Clément, Tlili Anis, Billard Thierry

机构信息

Institute of Chemistry and Biochemistry (ICBMS-UMR CNRS 5246), Université de Lyon, Université Lyon 1, CNRS, F-69622 Lyon, France.

CERMEP-In Vivo Imaging, Groupement Hospitalier Est, F-69677 Lyon, France.

出版信息

Molecules. 2017 May 19;22(5):833. doi: 10.3390/molecules22050833.

DOI:10.3390/molecules22050833
PMID:28534838
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6154113/
Abstract

Trifluoromethylselenylated compounds are emergent compounds with interesting physicochemical properties that still suffer from a lack of efficient synthetic methods. We recently developed an efficient one-pot strategy to generate in situ CF₃SeCl and use it in various reactions. Herein, we continue our study of the reactivity scope of this preformed reagent. Cross-coupling reactions with aromatic and heteroaromatic boronic acids have been investigated. The expected products have been obtained, using a stoichiometric amount of copper, with moderate yields.

摘要

三氟甲基硒化化合物是一类具有有趣物理化学性质的新兴化合物,但仍缺乏有效的合成方法。我们最近开发了一种高效的一锅法策略,用于原位生成CF₃SeCl并将其用于各种反应。在此,我们继续研究这种预制试剂的反应活性范围。我们研究了与芳族和杂芳族硼酸的交叉偶联反应。使用化学计量的铜得到了预期产物,产率适中。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/772f/6154113/0b51c5517a68/molecules-22-00833-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/772f/6154113/fd92b3df8866/molecules-22-00833-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/772f/6154113/0b51c5517a68/molecules-22-00833-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/772f/6154113/fd92b3df8866/molecules-22-00833-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/772f/6154113/0b51c5517a68/molecules-22-00833-sch001.jpg

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2
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本文引用的文献

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Evaluation of selenide, diselenide and selenoheterocycle derivatives as carbonic anhydrase I, II, IV, VII and IX inhibitors.对硒化物、二硒化物和硒杂环衍生物作为碳酸酐酶I、II、IV、VII和IX抑制剂的评估。
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Benzyltrifluoromethyl (or Fluoroalkyl) Selenide: Reagent for Electrophilic Trifluoromethyl (or Fluoroalkyl) Selenolation.苄基三氟甲基(或氟烷基)硒醚:亲电三氟甲基(或氟烷基)硒化反应试剂。
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