Transition Metal-Free Intermolecular α-CH Amination of Ethers at Room Temperature

We describe a new method for the intermolecular amination of the α‐CH bonds of ethers. A hypervalent iodine reagent was used as oxidant to enable the amination of cyclic and acyclic alkyl ethers with a wide range of amides, imides, and amines. The amination occurred at room temperature and without...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2014-11, Vol.356 (16), p.3325-3330
Main Authors: Buslov, Ivan, Hu, Xile
Format: Article
Language:English
Subjects:
Amides
amination
Amines
Catalysis
Chemical compounds
CH functionalization
Ethers
hypervalent iodine
Imides
nucleosides
radicals
Synthesis
Transition metals
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Summary:We describe a new method for the intermolecular amination of the α‐CH bonds of ethers. A hypervalent iodine reagent was used as oxidant to enable the amination of cyclic and acyclic alkyl ethers with a wide range of amides, imides, and amines. The amination occurred at room temperature and without a transition metal catalyst. The method could be used to synthesize the anti‐cancer prodrug Tegafur and its analogues.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201400646