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铜催化和碘介导的硫代奥里酮合成 C-S 键生成,使用黄原酸盐作为硫代试剂。

Cu-Catalyzed and iodine mediated synthesis of thioaurones C-S bond generation using xanthate as a sulfur surrogate.

机构信息

Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036, India.

出版信息

Org Biomol Chem. 2022 Sep 28;20(37):7405-7409. doi: 10.1039/d2ob01211a.

Abstract

An efficient method for synthesizing thioaurones has been developed using xanthate as an odorless sulfur surrogate. This reaction's key success lies in the use of iodine as a reagent, which promotes the α-iodination followed by cyclization of saturated ketones. This methodology has also been demonstrated with less reactive 2'-bromochalcones in good yield. Synthesis of the red isomer of indigo, a thia-analog of indirubin, was also achieved.

摘要

已开发出一种使用黄原酸盐作为无臭硫代物的高效合成硫代苯并呋喃酮的方法。该反应的关键成功之处在于使用碘作为试剂,促进了饱和酮的α-碘化和环化。该方法还在收率良好的反应性较低的 2'-溴查耳酮中得到了证明。还合成了靛红的红色异构体,即靛蓝的硫代类似物。

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