Copper-Catalyzed C–H Alkoxylation of Azoles

We achieved copper-catalyzed intramolecular and intermolecular alkoxylation of azoles. This reaction is a rare example of transition-metal-catalyzed C–H alkoxylation of heteroaromatic compounds. In addition, the alkoxylation reaction proceeded well even in gram scale. In most intermolecular alkoxyla...

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Bibliographic Details
Published in:Organic letters 2013-02, Vol.15 (4), p.844-847
Main Authors: Takemura, Noriaki, Kuninobu, Yoichiro, Kanai, Motomu
Format: Article
Language:English
Subjects:
Azoles - chemistry
Catalysis
Copper - chemistry
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Solvents
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Summary:We achieved copper-catalyzed intramolecular and intermolecular alkoxylation of azoles. This reaction is a rare example of transition-metal-catalyzed C–H alkoxylation of heteroaromatic compounds. In addition, the alkoxylation reaction proceeded well even in gram scale. In most intermolecular alkoxylations, the use of an excess amount of alcohols (in some cases, alcohols are used as a solvent) is indispensable to efficiently promote the alkoxylation reaction, but this alkoxylation reaction proceeded using only 1 equiv of alcohols.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol303533z