We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Versatile and efficient method for synthesis of β-halohydrins via regioselective ring opening reaction of epoxides using cross-linked poly (4-vinylpyridine) supported HCl and HBr under solvent-free conditions.
- Authors
Karimi Zarchi, Mohammad; Tarabsaz, Ali
- Abstract
Nucleophilic addition to epoxides is an easy step for preparation of several 1, 2-disubstituted products such as vicinal halohydrins. Chlorohydrins and other halohydrins are also versatile intermediates in the synthesis of a vast range of biologically active, natural and synthetic products. In this paper a versatile and efficient method for synthesis of vicinal halohydrins via regioselective ring opening of epoxides by using polymer-supported HCl and HBr under solvent-free conditions is described. The regioselective ring opening of various epoxides is achieved under mild and solvent-free conditions by using cross-linked poly (4-vinylpyridine) supported hydrochloric acid, [P-VP]HCl and cross-linked poly (4-vinylpyridine) supported hydrobromic acid, [P-VP]HBr, under heterogeneous conditions. [P-VP]HCl and [P-VP]HBr, act as both solid proton source and as nucleophile and consequently, the corresponding β-halohydrine product is prepared. [P-VP]HCl and [P-VP]HBr, can be easily regenerated and reused several cycles without their activity changing appreciably.
- Subjects
VINYLPYRIDINE; CROSSLINKING (Polymerization); SOLVENTS; CHEMICAL reactions; SUBSTITUENTS (Chemistry); HALOHYDRINS; PROTONS; ACTIVATION (Chemistry)
- Publication
Journal of Polymer Research, 2013, Vol 20, Issue 8, p1
- ISSN
1022-9760
- Publication type
Article
- DOI
10.1007/s10965-013-0208-3