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无金属直接三氟甲基化活化烯烃与朗格卢瓦试剂反应生成含三氟甲基的氧吲哚。

Metal-free direct trifluoromethylation of activated alkenes with Langlois' reagent leading to CF3-containing oxindoles.

机构信息

The Key Laboratory of Life-Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University , Qufu 273165, Shandong China.

出版信息

J Org Chem. 2014 May 2;79(9):4225-30. doi: 10.1021/jo500515x. Epub 2014 Apr 10.

Abstract

A metal-free and cost-effective synthesis protocol has been initially proposed for the construction of CF3-containing oxindoles via the direct oxidative trifluoromethylation of activated alkenes with Langlois' reagent (CF3SO2Na). The present methodology, which utilizes very cheap CF3 reagent and a simple oxidant, provides a convenient and practical approach to CF3-containing oxindoles with a wide variety of functional groups.

摘要

本文首次提出了一种无金属、经济高效的合成策略,通过 Langlois 试剂(CF3SO2Na)直接氧化活化烯烃实现含三氟甲基的吲哚酮的构建。该方法使用非常廉价的 CF3 试剂和简单的氧化剂,为含三氟甲基的吲哚酮提供了一种方便实用的方法,可适用于多种官能团。

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