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通过电子给体-受体配合物实现的烯烃的四组分自由基级联三氟甲基化反应。

A four-component radical cascade trifluoromethylation reaction of alkenes enabled by an electron-donor-acceptor complex.

机构信息

State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Chemistry, Chemical Engineering and Biotechnology, Center for Advanced Low-Dimension Materials, Donghua University, Shanghai 201620, China.

出版信息

Chem Commun (Camb). 2018 Nov 8;54(90):12710-12713. doi: 10.1039/c8cc07344a.

Abstract

An efficient four-component radical cascade reaction of alkenes, enabled by an EDA complex between Togni's reagent and Hantzsch ester, has been reported. This operationally simple protocol demonstrates excellent selectivity, which is dominated by the innate polar effect, providing facile access to important δ-CF3 carbonyls under mild conditions. To further demonstrate the wide synthetic utility of this method, a three-step synthesis of CF3-naftidrofuryl has been successfully conducted.

摘要

报告了一种通过 Togni 试剂和 Hantzsch 酯之间的 EDA 配合物实现的烯烃的高效四组分自由基级联反应。该操作简单的方案表现出优异的选择性,主要受固有极性质的控制,在温和条件下提供了获得重要的δ-CF3 羰基化合物的简便方法。为了进一步证明该方法的广泛合成实用性,成功进行了 CF3-萘啶呋喃基的三步合成。

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