4.4 Article

Facile and convenient synthesis of aryl hydrazines via copper-catalyzed C-N cross-coupling of aryl halides and hydrazine hydrate

Journal

TETRAHEDRON
Volume 70, Issue 26, Pages 4043-4048

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.04.048

Keywords

C-N Cross-coupling reaction; Copper catalysis; Hydrazine hydrate; Aryl bromides; Preparation of aryl hydrazines

Funding

  1. Russian Foundation for Basic Research [14-03-00297a]
  2. Saint Petersburg State University [12.38.195.2014]

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An efficient and convenient method for the synthesis of aryl hydrazines has been developed via copper-catalyzed cross-coupling of aryl bromides and hydrazine with a readily accessible ligand and water as a solvent. The multigram scale procedure is applicable to aryl bromides bearing both moderately electron-donating and electron-withdrawing substituents in the aromatic nucleus. No column chromatography is required to obtain aryl hydrazine hydrochlorides in good yields. (C) 2014 Elsevier Ltd. All rights reserved.

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