Download PDF
Synthesis 1995; 1995(6): 651-653
DOI: 10.1055/s-1995-3985
short paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A Convenient, One-Pot Preparative Method for Tri- and Tetrasubstituted Hydrazines from Azobenzenes and Organolithiums

Alan R. Katritzky* , Jing Wu, Sergei V. Verin
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA, Fax +1(904)3929199; E-mail Katritzk@pine.circa.ufl.edu
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Organolithiums add smoothly to the N=N bond of azobenzenes at -78°C to give the lithium derivative of the trisubstituted hydrazine. The corresponding trisubstituted hydrazines, or a variety of unsymmetrically tetrasubstituted hydrazines, were thus conveniently prepared in high yielding one-pot procedures by direct quench, or by treatment of the reaction mixture with an alkyl iodide prior to workup.

trisubstituted hydrazines - unsymmetrically tetrasubstituted hydrazines - azobenzenes - organolithiums - nucleophilic additions