Metal-free synthesis of N-aryloxyimides and aryloxyamines

Org Lett. 2014 Mar 21;16(6):1830-2. doi: 10.1021/ol500478t. Epub 2014 Mar 5.

Abstract

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

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemical synthesis
  • Benzofurans / chemistry
  • Catalysis
  • Ethers / chemical synthesis
  • Ethers / chemistry
  • Molecular Structure
  • Phthalimides / chemical synthesis*
  • Phthalimides / chemistry
  • Succinimides / chemical synthesis*
  • Succinimides / chemistry

Substances

  • Benzofurans
  • Ethers
  • Phthalimides
  • Succinimides
  • stemofuran A
  • N-hydroxyphthalimide
  • N-hydroxysuccinimide