Synthesis 2002(11): 1519-1522
DOI: 10.1055/s-2002-33340
PAPER
© Georg Thieme Verlag Stuttgart · New York

Conversion of Epoxides to Halohydrins with Elemental Halogen Catalyzed by Phenylhydrazine

Hashem Sharghi*, Mohammad Mehdi Eskandari
Department of Chemistry, College of Science, Shiraz University, Shiraz 71454, I.R. Iran
e-Mail: sharghi@chem.susc.ac.ir;
Further Information

Publication History

Received 19 February 2002
Publication Date:
23 August 2002 (online)

Abstract

The highly regioselective method for the synthesis of β-iodohydrins and β-bromohydrins by the direct ring opening of 1,2-epoxides with elemental halogen in the presence of phenylhydrazine is described. This method occurs under neutral and mild conditions with high yields in various aprotic solvents even when sensitive functional groups are present.