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使用硫醇前体通过芳基卤化物偶联一锅法合成不对称二芳基硫醚的铜催化反应。

Cu-catalyzed one-pot synthesis of unsymmetrical diaryl thioethers by coupling of aryl halides using a thiol precursor.

机构信息

Department of Chemistry, Indian Institute of Technology Madras, Chennai, Tamil Nadu, India.

出版信息

Org Lett. 2011 Mar 4;13(5):1008-11. doi: 10.1021/ol103041s. Epub 2011 Jan 27.

Abstract

An efficient Cu-catalyzed one-pot approach for the synthesis of unsymmetrical diaryl thioethers using potassium ethyl xanthogenate as a thiol surrogate is developed. This new protocol avoids usage of intricate thiols and makes use of its easily available xanthate as a precursor, and thiol will be generated in situ to prepare the diaryl thioethers through a Cu-catalyzed double arylation. This strategy was further successfully utilized for the synthesis of symmetrical diaryl thioethers, aryl alkyl thioethers, and benzothiazoles.

摘要

发展了一种使用钾乙基黄原酸钾作为硫醇替代物,通过高效的 Cu 催化一锅法合成不对称二芳基硫醚的方法。该新方法避免使用复杂的硫醇,并利用其易得的黄原酸盐作为前体,通过 Cu 催化的双芳基化原位生成硫醇来制备二芳基硫醚。该策略进一步成功地用于合成对称的二芳基硫醚、芳基烷基硫醚和苯并噻唑。

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