Synthesis of β‐Diamine Building Blocks by Photocatalytic Hydroamination of Enecarbamates with Amines, Ammonia and N−H Heterocycles
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...
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Veröffentlicht in: | Chemistry : a European journal 2020-11, Vol.26 (65), p.14861-14865 |
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Sprache: | eng |
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Zusammenfassung: | 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.
Medicinally important 3‐amino‐substituted cyclic amines can be accessed in a single step by photoredox‐catalysed hydroamination of cyclic enecarbamates. A diverse range of drug‐relevant amine substituents can be introduced under unified reaction conditions, including primary alkyl amines, ammonia, (hetero)aromatic amines, and N‐heterocycles (see scheme). |
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ISSN: | 0947-6539 1521-3765 |
DOI: | 10.1002/chem.202003562 |