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芳香族和杂环全氟烷基硫醚。制备方法。

Aromatic and heterocyclic perfluoroalkyl sulfides. Methods of preparation.

机构信息

Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanskaya St. 5, 02094 Kiev, Ukraine.

出版信息

Beilstein J Org Chem. 2010 Aug 18;6:880-921. doi: 10.3762/bjoc.6.88.

DOI:10.3762/bjoc.6.88
PMID:20978611
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2956459/
Abstract

This review covers all of the common methods for the syntheses of aromatic and heterocyclic perfluoroalkyl sulfides, a class of compounds which is finding increasing application as starting materials for the preparation of agrochemicals, pharmaceutical products and, more generally, fine chemicals. A systematic approach is taken depending on the mode of incorporation of the SR(F) groups and also on the type of reagents used.

摘要

这篇综述涵盖了合成芳香族和杂环全氟烷基砜的所有常见方法，这类化合物正越来越多地被用作制备农药、医药产品以及更广泛的精细化学品的起始原料。根据 SR(F) 基团的引入方式以及所用试剂的类型，采用了一种系统的方法。

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Angew Chem Int Ed Engl. 2023 Apr 3;62(15):e202213691. doi: 10.1002/anie.202213691. Epub 2023 Mar 3.
6
One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide.通过芳烃的三氟甲硫基化反应以及随后用过氧化氢进行氧化，一锅法合成三氟甲基芳基亚砜。
RSC Adv. 2020 Sep 18;10(57):34534-34540. doi: 10.1039/d0ra04621c. eCollection 2020 Sep 16.
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Electrophilic fluoroalkylthiolation induced diastereoselective and stereospecific 1,2-metalate migration of alkenylboronate complexes.亲电氟烷基硫醇化诱导烯基硼酸酯配合物的非对映选择性和立体特异性1,2-金属迁移。
Chem Sci. 2020 Jul 7;11(30):8020-8024. doi: 10.1039/d0sc03039b.
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Metal-free visible-light-enabled vicinal trifluoromethyl dithiolation of unactivated alkenes.无金属可见光促进的未活化烯烃的邻位三氟甲基二硫醇化反应
Beilstein J Org Chem. 2021 Feb 24;17:551-557. doi: 10.3762/bjoc.17.49. eCollection 2021.
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Benzothiazolium salts as reagents for the deoxygenative perfluoroalkylthiolation of alcohols.苯并噻唑鎓盐作为醇类脱氧全氟烷基硫醇化反应的试剂。
Beilstein J Org Chem. 2021 Jan 8;17:83-88. doi: 10.3762/bjoc.17.8. eCollection 2021.
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Metal-Free Trifluoromethylthiolation of Arylazo Sulfones.芳基偶氮砜的无金属三氟甲硫基化反应
J Org Chem. 2021 Jan 1;86(1):1292-1299. doi: 10.1021/acs.joc.0c02669. Epub 2020 Dec 22.
三氟甲硫鎓盐的简易一锅法合成。
Angew Chem Int Ed Engl. 2006 Feb 13;45(8):1279-82. doi: 10.1002/anie.200503776.
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Novel 10-I-3 hypervalent iodine-based compounds for electrophilic trifluoromethylation.用于亲电三氟甲基化反应的新型10-I-3高价碘基化合物。
Chemistry. 2006 Mar 8;12(9):2579-86. doi: 10.1002/chem.200501052.
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Alpha-fluorinated ethers, thioethers, and amines: anomerically biased species.α-氟化醚、硫醚和胺：端基异构偏向性物种。
Chem Rev. 2005 Mar;105(3):827-56. doi: 10.1021/cr040075b.
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A new and efficient method for the synthesis of trifluoromethylthio- and selenoethers.一种合成三氟甲硫醚和三氟甲硒醚的新颖且高效的方法。
Org Lett. 2004 Jan 22;6(2):301-3. doi: 10.1021/ol036303q.
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Alkoxide- and hydroxide-induced nucleophilic trifluoromethylation using trifluoromethyl sulfone or sulfoxide.使用三氟甲基砜或亚砜的醇盐和氢氧化物诱导的亲核三氟甲基化反应。
Org Lett. 2003 Sep 4;5(18):3253-6. doi: 10.1021/ol035045u.
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Perfluoroalkylation with Organosilicon Reagents.用有机硅试剂进行全氟烷基化反应。
Chem Rev. 1997 May 8;97(3):757-786. doi: 10.1021/cr9408991.
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Electrophilic Perfluoroalkylating Agents.亲电全氟烷基化试剂
Chem Rev. 1996 Aug 1;96(5):1757-1778. doi: 10.1021/cr941149u.
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Fluorinated Carbanions.氟化碳负离子
Chem Rev. 1996 Aug 1;96(5):1633-1640. doi: 10.1021/cr9411435.