三氟甲基芳基硫醚的合成资料.docxVIP

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: A 1005-281X( 2013) 07-1071-08 Synthesis of Aryl Trifluoromethyl Thioethers He Weiming Weng Zhiqiang＊＊ ( College of Chemistry and Chemical Engineering，Fuzhou University，Fuzhou 350108，China) Aromatic trifluoromethylthio components ( ArSCF3 ) have found in many pharmaceuticals， Abstract agrochemicals and materials because of their high lipophilicity and hydrophobicity parameter． Consequently，the development 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 words aromatic compounds; aryl trifluoromethyl thioethers; trifluoromethylthiolation; trifluoro- methylthiolation reagents 3 Direct methods for synthesis of aryl trifluoromethyl thioethers Contents 1 Introduction 2 Indirect methods for synthesis of aryl trifluoromethyl thioethers 2. 1 Halogen-fluorine exchange 3. 1 3. 2 3. 3 Electrophilic trifluoromethythiolation Nucleophilic trifluoromethythiolation Transition lation metal-catalyzed trifluoromethythio- 2. 2 Incorporation of CF3 group containing substrates to sulfur atom 4 Trifluoromethythiolation of olefins and alkynes 5 Conclusion and outlook 收稿: 2013 年 1 月，收修改稿: 2013 年 3 月( 特约)