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通过电合成氧化转化利用腙的多功能性。

Harnessing the versatility of hydrazones through electrosynthetic oxidative transformations.

作者信息

Claraz Aurélie

机构信息

Institut de Chimie des Substances Naturelles, CNRS, Univ. Paris-Saclay, 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.

出版信息

Beilstein J Org Chem. 2024 Aug 14;20:1988-2004. doi: 10.3762/bjoc.20.175. eCollection 2024.

Abstract

Hydrazones are important structural motifs in organic synthesis, providing a useful molecular platform for the construction of valuable compounds. Electrooxidative transformations of hydrazones constitute an attractive opportunity to take advantage of the versatility of these reagents. By directly harnessing the electrical current to perform the oxidative process, a large panel of organic molecules can be accessed from readily available hydrazones under mild, safe and oxidant-free reaction conditions. This review presents a comprehensive overview of oxidative electrosynthetic transformations of hydrazones. It includes the construction of azacycles, the C(sp)-H functionalization of aldehyde-derived hydrazones and the access to diazo compounds as either synthetic intermediates or products. A special attention is paid to the reaction mechanism with the aim to encourage further development in this field.

摘要

腙是有机合成中重要的结构基序,为构建有价值的化合物提供了一个有用的分子平台。腙的电氧化转化为利用这些试剂的多功能性提供了一个有吸引力的机会。通过直接利用电流进行氧化过程,可以在温和、安全且无氧化剂的反应条件下,从易得的腙制备大量有机分子。本综述全面概述了腙的氧化电合成转化。它包括氮杂环的构建、醛衍生腙的C(sp)-H官能化以及作为合成中间体或产物获得重氮化合物。特别关注反应机理,旨在推动该领域的进一步发展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/77ca/11331547/e6eb5703d9a6/Beilstein_J_Org_Chem-20-1988-g002.jpg

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