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2-烷基-4-苯基链烷-2-醇的电化学合成——炔烃与未活化脂肪族酮的阴极还原偶联反应

Electrochemical synthesis of 2-alkyl-4-phenylalkan-2-ols cathodic reductive coupling of alkynes with unactivated aliphatic ketones.

作者信息

Dapkekar Anil Balajirao, Satyanarayana Gedu

机构信息

Department of Chemistry, Indian Institute of Technology Hyderabad (IITH), Kandi, Sangareddy, Telangana 502285, India.

出版信息

Chem Commun (Camb). 2023 Mar 7;59(20):2915-2918. doi: 10.1039/d2cc06819b.

Abstract

Herein, we present an efficient electrochemical method for synthesizing 2-alkyl-4-phenylalkan-2-ols through an electrochemically driven cathodic reductive coupling of the terminal and internal acetylenes with unactivated aliphatic ketones under mild conditions. The process proceeds through a ketyl radical, which then activates the aryl acetylene and causes complete reduction of the triple bond of the acetylene moiety. This strategy is environmentally benign and exhibits a broad substrate scope with ubiquitously available starting materials.

摘要

在此,我们展示了一种高效的电化学方法,可在温和条件下通过末端和内乙炔与未活化脂肪族酮的电化学驱动阴极还原偶联反应来合成2-烷基-4-苯基链烷-2-醇。该过程通过酮基自由基进行,随后该自由基活化芳基乙炔并使乙炔部分的三键完全还原。此策略对环境友好,且以广泛可得的起始原料展现出广泛的底物范围。

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