Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 14-Day Trial for You or Your Team.

Learn More →

Regioselective ring opening of 2,2-dicyanooxiranes by 1,3-dinucleophiles in the presence of Lewis acids such as bismuth(III) nitrate pentahydrate [Bi(NO3)3·5H2O] and zirconium(IV) chloride (ZrCl4)

Regioselective ring opening of 2,2-dicyanooxiranes by 1,3-dinucleophiles in the presence of Lewis... Bismuth(III) nitrate pentahydrate [Bi(NO3)3·5H2O] or zirconium(IV) chloride (ZrCl4) has been shown to catalyze nucleophilic ring opening of 2,2-dicyanooxiranes along with ring closure by 1,3-dinucleophiles such as 1H-1,3-benzimidazole-2-thiol, 5-phenyl-4H-1,2,4-triazole-3-thiol, and thioureas. These reactions led to efficient synthesis of heterocyclic compounds condensed with benzimidazole or triazole derivatives. The used catalysts are inexpensive, highly efficient, and reusable for opening of epoxides with 1,3-dinucleophiles at ambient temperature, with excellent regioselectivity. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Regioselective ring opening of 2,2-dicyanooxiranes by 1,3-dinucleophiles in the presence of Lewis acids such as bismuth(III) nitrate pentahydrate [Bi(NO3)3·5H2O] and zirconium(IV) chloride (ZrCl4)

Loading next page...
 
/lp/springer_journal/regioselective-ring-opening-of-2-2-dicyanooxiranes-by-1-3-uygPP3bFkh

References (17)

Publisher
Springer Journals
Copyright
Copyright © 2014 by The Author(s)
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
DOI
10.1007/s11164-014-1560-6
Publisher site
See Article on Publisher Site

Abstract

Bismuth(III) nitrate pentahydrate [Bi(NO3)3·5H2O] or zirconium(IV) chloride (ZrCl4) has been shown to catalyze nucleophilic ring opening of 2,2-dicyanooxiranes along with ring closure by 1,3-dinucleophiles such as 1H-1,3-benzimidazole-2-thiol, 5-phenyl-4H-1,2,4-triazole-3-thiol, and thioureas. These reactions led to efficient synthesis of heterocyclic compounds condensed with benzimidazole or triazole derivatives. The used catalysts are inexpensive, highly efficient, and reusable for opening of epoxides with 1,3-dinucleophiles at ambient temperature, with excellent regioselectivity.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Mar 6, 2014

There are no references for this article.