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三氟甲磺酸酯高碘𬭩叶立德用于铜催化的烯胺、吲哚和β-酮酯的三氟甲硫基化反应。

Trifluoromethanesulfonyl hypervalent iodonium ylide for copper-catalyzed trifluoromethylthiolation of enamines, indoles, and β-keto esters.

机构信息

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

出版信息

J Am Chem Soc. 2013 Jun 19;135(24):8782-5. doi: 10.1021/ja402455f. Epub 2013 Jun 11.

DOI:10.1021/ja402455f
PMID:23738814
Abstract

A novel electrophilic-type trifluoromethylthiolation reagent, a trifluoromethanesulfonyl hypervalent iodonium ylide, was designed and reacted well with various nucleophiles to afford the desired CF3S-substituted products. In situ reduction of the trifluoromethanesulfonyl group to give the trifluoromethylthio group, which is the key step in this process, was realized in the presence of copper(I) chloride.

摘要

一种新型的亲电型三氟甲基硫代试剂,三氟甲磺酸高碘𬭩叶立德,被设计出来并与各种亲核试剂反应良好,得到所需的 CF3S 取代产物。在氯化亚铜的存在下,实现了三氟甲磺酰基原位还原为三氟甲基硫基,这是该过程的关键步骤。

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