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Metal-Free Synthesis of N-Aryloxyimides and Aryloxyamines

Raju Ghosh and Berit Olofsson*

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

R. Ghosh, B. Olofsson, Org. Lett., 2014, 16, 1830-1832.

DOI: 10.1021/ol500478t (free Supporting Information)


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Abstract

N-Hydroxyphthalimide and N-hydroxysuccinimide have been arylated with diaryliodonium salts to provide N-aryloxyimides in excellent yields in short reaction times. A mild and hydrazine-free hydrolysis gives aryloxyamines, which are valuable building blocks in the synthesis of oxime ethers and benzofurans.

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Key Words

oxime ethers


ID: J54-Y2014