Iron‐Catalyzed Reductive Coupling of Nitro Compounds with Grignard and Organozinc Reagents for Synthesis of Functionalized Secondary Amines

The treatment of nitro compounds with Grignard reagents in the presence of a catalytic amount of FeCl 2 / t ‐BuMgCl produced various types of secondary amines in good yields. This reductive coupling most likely involves the compatibility of functional groups such as chlorine, benzyl ether, olefin, a...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2024-11
Main Authors: Hata, Takeshi, Nishi, Koki, Goto, Daiki, Tatsumi, Yuta, Kobayashi, Shoma, Shigeta, Masayuki, Urabe, Hirokazu
Format: Article
Language:English
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Summary:The treatment of nitro compounds with Grignard reagents in the presence of a catalytic amount of FeCl 2 / t ‐BuMgCl produced various types of secondary amines in good yields. This reductive coupling most likely involves the compatibility of functional groups such as chlorine, benzyl ether, olefin, and acetylene. Moreover, the corresponding poly‐substituted amines were not observed under these conditions. When the Grignard reagents were replaced with organozinc reagents, functionalized secondary amines containing ester and nitrile groups were obtained in good yields.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202401034