Abstract

Various aryl nitriles were readily synthesized from aerobic oxidation of substituted benzyl alcohols in deep eutectic solvent composed of choline chloride (ChCl) and p-toluenesulfonic acid (p-TsOH) in the presence of 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), followed by condensation with hydroxylamine hydrochloride. High yields of corresponding nitriles have been obtained under mild reactions conditions. This strategy belongs to a novel and environmentally benign transition-metal-free one-pot cascade process for the synthesis of nitriles.

Graphic abstract

Various aryl nitriles were readily synthesized from aerobic oxidation of substituted benzyl alcohols in deep eutectic solvent (ChCl/p-TsOH) in the presence of TEMPO, followed by condensation with hydroxylamine hydrochloride. This strategy belongs to a novel and environmentally benign transition-metal-free one-pot cascade process for the synthesis of nitriles.

中文翻译：

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低共熔溶剂促进醇一锅法合成腈

摘要

在2,2,6,6-四甲基哌啶-1-存在下，在由氯化胆碱（ChCl）和对甲苯磺酸（p- TsOH）组成的深共熔溶剂中，由好氧氧化取代的苄醇可轻松合成各种芳基腈。羟基（TEMPO），然后与羟胺盐酸盐缩合。在温和的反应条件下已获得高产率的相应腈。该策略属于用于腈合成的新颖且对环境无害的无过渡金属的一锅级联方法。

图形摘要

在TEMPO存在下，在深共熔溶剂（ChCl / p -TsOH）中，对取代的苄醇进行好氧氧化，然后与盐酸羟胺缩合，即可轻松合成出各种芳基腈。该策略属于合成腈的新颖且对环境无害的无过渡金属的一锅级联方法。