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Molecules 2017, 22(9), 1385; doi:10.3390/molecules22091385

One-Pot Green Regioselesctive Synthesis of γ-Lactones from Epoxides and Ketene Silyl Acetals Using 1,3-Dimethylimidazolium Fluoride as a Recoverable Metal-Free Catalyst

1
Department of Gas and Petroleum, Yasouj University, Gachsaran 75918-74831, Iran
2
Marine Pharmaceutical Science Research Center, Ahvaz JundiShapur University of Medical Sciences, Ahvaz 14536-33143, Iran
3
Department of Medicinal Chemistry, Ahvaz Jundishapur University of Medical Sciences, Ahvaz 14536-33143, Iran
4
Pediatric Division, Abuzar Children’s Medical Center, Ahvaz Jundishapur University of Medical Sciences, Ahvaz 14536-33143, Iran
*
Author to whom correspondence should be addressed.
Received: 28 July 2017 / Revised: 18 August 2017 / Accepted: 19 August 2017 / Published: 28 August 2017
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Abstract

In a straightforward and fast protocol, a mixture of 1,3-dimethylimidazolium fluoride ([DMIM]F) and 1-butylimidazolium tetrafluoroborate ([Hbim]BF4) efficiently catalyzed the reaction of epoxides with ketene silyl acetals (KSA) to give various γ-lactones under metal-free conditions. Diverse kinds of the desired γ-lactones were directly prepared with high regioselectivities and yields in a simple one-pot procedure using [DMIM]F as Si–O bond activator and [Hbim]BF4 as solvent and acidic ionic liquid catalyst. The ionic liquid mixture was recovered and reused three times and no loss in its activity was observed. View Full-Text
Keywords: γ-lactone; flourous ionic liquid; one-pot synthesis; catalyst; regioselective γ-lactone; flourous ionic liquid; one-pot synthesis; catalyst; regioselective
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Keshavarz, M.; Zarei Ahmady, A.; Mostoufi, A.; Mohtasham, N. One-Pot Green Regioselesctive Synthesis of γ-Lactones from Epoxides and Ketene Silyl Acetals Using 1,3-Dimethylimidazolium Fluoride as a Recoverable Metal-Free Catalyst. Molecules 2017, 22, 1385.

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