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Mild Synthesis of Sterically Congested Alkyl Aryl Ethers

Erik Lindstedt, Elin Stridfeldt and Berit Olofsson*

*Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden, Email: berit.olofssonsu.se

E. Lindstedt, E. Stridfeldt, B. Olofsson, Org. Lett., 2016, 18, 4234-4237.

DOI: 10.1021/acs.orglett.6b01975 (free Supporting Information)


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Abstract

Transition-metal-free arylation of tertiary alcohols with ortho-substituted diaryliodonium salts enables the synthesis of tertiary alkyl aryl ethers of previously unprecedented steric congestion. Cyclic and acyclic aliphatic, benzylic, allylic, and propargylic tertiary alcohols as well as primary and secondary fluorinated alcohols can be converted.

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Metal-Free Synthesis of Aryl Ethers in Water

E. Lindstedt, R. Ghosh, B. Olofsson, Org. Lett., 2013, 15, 6070-6073.


Key Words

aryl ethers


ID: J54-Y2016