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铜催化羰基化合物与多氟芳烃的形式脱氢偶联反应,生成β-C-H 芳基化产物。

Copper-Catalyzed Formal Dehydrogenative Coupling of Carbonyls with Polyfluoroarenes Leading to β-C-H Arylation.

机构信息

Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science, Daejeon 34141, Republic of Korea.

Department of Chemistry, Korea Advanced Institute of Science & Technology, Daejeon 34141, Republic of Korea.

出版信息

J Am Chem Soc. 2020 Dec 9;142(49):20588-20593. doi: 10.1021/jacs.0c10904. Epub 2020 Nov 25.

Abstract

We herein communicate a formal dehydrogenative coupling of carbonyls with polyfluoroarenes enabled by Cu catalysis. Silyl enol ethers initially prepared from carbonyls are postulated to undergo the copper-mediated oxidative dehydrogenative coupling with polyfluoroarenes via a radical pathway. Including cyclic and linear ketones, aldehydes, and esters, a broad range of β-aryl carbonyl products were efficiently obtained in high regio- and stereoselectivity with excellent functional group tolerance.

摘要

我们在此报告了一种由铜催化实现的羰基化合物与多氟芳烃的形式脱氢偶联。羰基化合物最初制备的硅基烯醇醚被推测通过自由基途径经历铜介导的与多氟芳烃的氧化脱氢偶联。包括环状和线性酮、醛和酯在内的广泛的β-芳基羰基产物以高区域和立体选择性以及优异的官能团容忍度得到有效获得。

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