Metal-Free Synthesis of Aryl Ethers in Water

The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in...

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Bibliographic Details
Published in:Organic letters 2013-12, Vol.15 (23), p.6070-6073
Main Authors: Lindstedt, Erik, Ghosh, Raju, Olofsson, Berit
Format: Article
Language:English
Subjects:
Alcohols - chemistry
Catalysis
Ethers - chemical synthesis
Ethers - chemistry
Molecular Structure
Organic Chemistry
organisk kemi
Phenols - chemistry
Water - chemistry
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Summary:The first arylation of allylic and benzylic alcohols with diaryliodonium salts is reported. The reaction yields alkyl aryl ethers under mild and metal-free conditions. Phenols are arylated to diaryl ethers in good to excellent yields. The reaction employs diaryliodonium salts and sodium hydroxide in water at low temperature, and excess amounts of the coupling partners are avoided.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol402960f