Issue 4, 2003
From the journal:

Organic & Biomolecular Chemistry

Micellar media for the efficient ring opening of epoxides with CN−, N3−, NO3−, NO2−, SCN−, Cl− and Br− catalyzed with Ce(OTf)4

Nasser Iranpoor,*a   Habib Firouzabadi*a  and  Marzieh Shekarizeb  

* Corresponding authors

a Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
E-mail: iranpoor@chem.susc.ac.ir; firouzabadi@chem.susc.ac.ir.
Fax: +98–711-2280926
Tel: +98–711-2284822

b Additive Department, Chemistry & Petrochemical Division, Research Institute of Petroleum Industry, Tehran, Iran

Abstract

Micellar media are introduced for the efficient ring opening of epoxides with sodium salts of nucleophiles such as CN−, N3−, NO3−, NO2−, SCN−, Br− and Cl−, catalyzed with Ce(OTf)4. This method is an efficient procedure for the synthesis of different β-substituted alcohols under mild reaction conditions. The reaction with SCN− is an easy procedure for the high yielding preparation of epoxy sulfides.

Graphical abstract: Micellar media for the efficient ring opening of epoxides with CN−, N3−, NO3−, NO2−, SCN−, Cl− and Br− catalyzed with Ce(OTf)4

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Article information

DOI
https://doi.org/10.1039/B211697A
Article type
Paper
Submitted
27 Nov 2002
Accepted
09 Jan 2003
First published
28 Jan 2003

Org. Biomol. Chem., 2003,1, 724-727

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Micellar media for the efficient ring opening of epoxides with CN−, N3−, NO3−, NO2−, SCN−, Cl− and Br− catalyzed with Ce(OTf)4

N. Iranpoor, H. Firouzabadi and M. Shekarize, Org. Biomol. Chem., 2003, 1, 724 DOI: 10.1039/B211697A

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