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光氧化还原催化醛的直接还原胺化反应,无需外加氢/氢化物源。

Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source.

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

出版信息

Org Lett. 2018 May 4;20(9):2680-2684. doi: 10.1021/acs.orglett.8b00895. Epub 2018 Apr 13.

Abstract

The direct reductive amination of aromatic aldehydes has been realized using a photocatalyst under visible light irradiation. The single electron oxidation of an in situ formed aminal species generates the putative α-amino radical that eventually delivers the reductive amination product. This method is operationally simple, highly selective, and functional group tolerant, which allows the direct synthesis of benzylic amines by a unique mechanistic pathway.

摘要

使用光催化剂,在可见光照射下实现了芳醛的直接还原胺化。原位生成的亚胺物种的单电子氧化生成了假定的α-氨基自由基,最终得到还原胺化产物。该方法操作简单、选择性高、官能团容忍度好,允许通过独特的反应机理途径直接合成苄胺。

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