三氟甲基芳基硫醚的合成.docx

三氟甲基芳基硫醚的合成

三氟甲基芳基硫醚的合成*翁志强**何伟明( 福州大学化学化工学院 福州 350108)摘 要 三氟甲基芳基硫醚由于具有高疏水性和亲脂性,在医药、农用化学品及材料科学中有着重要的应用。合成含三氟甲硫基的芳香化合物已成为有机氟化学领域的研究热点之一。本文从间接法和直接法两 方面综述了向分子中引入三氟甲硫基的相关研究,包括新的三氟甲硫基化试剂以及新的合成方法在制备三 氟甲基芳基硫醚中的应用,最后讨论了这些方法存在的问题,并为探索新型的、更加经济的三氟甲硫基化反 应提供参考。关键词 芳香化合物 三氟甲基芳基硫醚 三氟甲硫基化 三氟甲硫基化试剂中图分类号: O625. 1;O621. 3; 0622. 2文献标识码: 文章编号:A1005-281X( 2013) 07-1071-08Synthesis of Aryl Trifluoromethyl ThioethersHe WeimingWeng Zhiqiang**( College of Chemistry and Chemical Engineering,Fuzhou University,Fuzhou 350108,China)Aromatic trifluoromethylthio components ( ArSCF3 )have found in many pharmaceuticals,Abstractagrochemicals and materials because of their high lipophilicity and hydrophobicity parameter. Consequently,thedevelopment of efficient methods for preparing ArSCF3 compounds has been a topic of increasing importance in organic synthesis. This review focuses particularly on the presently known trifluoromethylthiolation divided into “direct” and “indirect” methods. Recent advances in the development of new strategies for incorporation of—SCF3 groups into organic molecules including nucleophilic,electrophilic,radical trifluoromethylthiolation,and new trifluoromethylthiolation reagents and reactions are reviewed. Lastly,the synthetic challenges and research trend for trifluoromethylthiolation are also discussed.Key wordsaromaticcompounds;aryltrifluoromethyl thioethers;trifluoromethylthiolation;trifluoro-methylthiolation reagents3 Direct methods for synthesis of aryl trifluoromethylthioethersContents1 Introduction2 Indirect methods for synthesis of aryl trifluoromethyl thioethers2. 1 Halogen-fluorine exchange3. 13. 23. 3Electrophilic trifluoromethythiolationNucleophilic trifluoromethythiolationTransitionlationmetal-catalyzedtrifluoromethythio-2. 2 Incorporation of CF3 groupcontaining substratesto sulfur atom4 Trifluoromethythiolation of olefins and alkynes5 Conclusion and outlook收稿: 2013 年 1 月,收修改稿: 2013 年 3 月( 特约)* 国家自然科学基金项目( No. 资助**Corresponding author e-mail: zwen

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