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Synthesis 2015; 47(20): 3246-3256
DOI: 10.1055/s-0034-1378871
DOI: 10.1055/s-0034-1378871
paper
Synthesis of Polyfunctional Secondary Amines by the Reaction of Functionalized Organomagnesium Reagents with Tertiary Nitroalkanes
Further Information
Publication History
Received: 10 June 2015
Accepted after revision: 01 July 2015
Publication Date:
17 August 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201520/lookinside/thumbnails/ss-2015-t0367-op_10-1055_s-0034-1378871-1.jpg)
Abstract
Addition of polyfunctionalized aryl, heteroaryl, and tertiary alkylmagnesium reagents to tertiary nitroalkanes at 25 °C in tetrahydrofuran produces, after reductive workup with FeCl2 and NaBH4 in ethanol, the corresponding polyfunctional secondary amines in high yields.
Key words
secondary amines - nitroalkanes - organomagnesium reagents - amination reactions - adamantaneSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1378871.
- Supporting Information
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For the reaction of nitroarenes with Grignard reagents, see: