4.6 Article

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

Journal

MOLECULES
Volume 22, Issue 9, Pages -

Publisher

MDPI
DOI: 10.3390/molecules22091385

Keywords

gamma-lactone; flourous ionic liquid; one-pot synthesis; catalyst; regioselective

Funding

  1. Vice-Chancellor for Research Affairs of Ahvaz Jundishapur University of Medical Sciences [U-94205]

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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 gamma-lactones under metal-free conditions. Diverse kinds of the desired gamma-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]B-4 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.

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