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光化学活化芳香醛:酰胺、羟肟酸和酯的合成。

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters.

机构信息

Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens Panepistimioupolis, 15771, Athens, Greece.

出版信息

Chemistry. 2021 May 20;27(29):7915-7922. doi: 10.1002/chem.202100655. Epub 2021 Apr 22.

DOI:10.1002/chem.202100655
PMID:33772903
Abstract

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

摘要

一种廉价、简便且无需金属的光化学方法被开发出来,用于激活芳香醛。利用硫代吖啶酮-9-酮作为光催化剂,以及廉价的家用灯具作为光源,各种芳香醛可以在一锅反应中被激活,随后转化为酰胺、羟肟酸和酯,产率良好到很高。该方法在合成抗抑郁和社交焦虑药物吗氯贝胺中的应用得到了强调。为了确定反应的可能机制,进行了扩展和详细的机理研究。

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