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电化学自由基阳离子氮杂瓦克环化反应

Electrochemical radical cation aza-Wacker cyclizations.

作者信息

Adachi Sota, Okada Yohei

机构信息

Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan.

出版信息

Beilstein J Org Chem. 2024 Aug 5;20:1900-1905. doi: 10.3762/bjoc.20.165. eCollection 2024.

Abstract

Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the mechanisms involved are complicated and not fully understood. Herein, we report electrochemical radical cation aza-Wacker cyclizations under acidic conditions, which are expected to proceed via radical cations generated by single-electron oxidation of alkenes.

摘要

对易于保存的底物进行电化学或光化学单电子氧化,可以生成自由基阳离子,这些自由基阳离子作为中间体,在各种键形成过程中具有独特的反应活性。这类中间体有可能参与自由基键和离子键的形成;然而,其中涉及的机制很复杂,尚未完全了解。在此,我们报道了在酸性条件下的电化学自由基阳离子氮杂瓦克环化反应,预计该反应是通过烯烃单电子氧化生成的自由基阳离子进行的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9867/11318630/be3d3eb26350/Beilstein_J_Org_Chem-20-1900-g003.jpg

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