Beilstein Journal of Organic Chemistry (Jul 2023)

Copper-catalyzed N-arylation of amines with aryliodonium ylides in water

  • Kasturi U. Nabar,
  • Bhalchandra M. Bhanage,
  • Sudam G. Dawande

DOI
https://doi.org/10.3762/bjoc.19.76
Journal volume & issue
Vol. 19, no. 1
pp. 1008 – 1014

Abstract

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Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-withdrawing groups on the aryl ring reacted smoothly with iodonium ylides to give the corresponding diarylamines with good to excellent yields. Also, secondary amines underwent N-arylation to deliver tertiary amines with moderate yields.

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