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通过光催化烯基氨基甲酸酯与胺、氨和 N-H 杂环的氢胺化反应合成β-二胺砌块。

Synthesis of β-Diamine Building Blocks by Photocatalytic Hydroamination of Enecarbamates with Amines, Ammonia and N-H Heterocycles.

机构信息

School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK.

Astbury Centre for Structural Molecular Biology, University of Leeds, Leeds, LS2 9JT, UK.

出版信息

Chemistry. 2020 Nov 20;26(65):14861-14865. doi: 10.1002/chem.202003562. Epub 2020 Oct 7.

Abstract

3-Amino-substituted saturated nitrogen heterocycles are an important subclass of β-diamines, appearing in a number of clinical agents. Herein, we report a unified approach to these products based upon the regioselective photoredox-mediated hydroamination of enecarbamates. The amine coupling partner can encompass diverse amine types under a single set of reaction conditions, including primary alkyl amines, ammonia, aryl and heteroaryl amines, and N-H heterocycles. The method enables the synthesis of a wide range of pharmaceutically relevant building blocks.

摘要

3-氨基取代的饱和氮杂环是β-二胺的一个重要子类,存在于许多临床药物中。在此,我们报告了一种基于烯基氨基甲酸酯的区域选择性光氧化还原介导的氢胺化反应来制备这些产物的通用方法。在单一的反应条件下,胺偶联试剂可以涵盖多种类型的胺,包括伯烷基胺、氨、芳基和杂芳基胺以及 N-H 杂环。该方法能够合成广泛的具有药物相关构建基块。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/517a/7756410/5ed5bb906746/CHEM-26-14861-g001.jpg

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