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A facile synthetic method for 2-fluoroindolizines from 1-chloro-2,2,2-trifluoroethane (HCFC-133a) and 1,1,1,2-tetrafluoroethane (HFC-134a)
Authors:Kai Wu
Affiliation:Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China
Abstract:
In the presence of KOH and Et3N, pyridinium and isoquinolinium N-ylides generated in situ from their bromides react with 1-chloro-2,2,2-trifluoroethane (HCFC-133a, bp 6 °C) or 1,1,1,2-tetrafluoroethane (HFC-134a, bp −27 °C) to give the corresponding 2-fluoroindolizines via 1,3-dipolar [3+2] cycloaddition at 80-100 °C in DMSO at atmospheric pressure in normal glassware.
Keywords:1,3-Dipolar addition   Cycloimmonium N-ylide   1-Chloro-2,2,2-trifluoroethane (HCFC-133a)   1,1,1,2-Tetrafluoroethane (HFC-134a)   2-Fluoroindolizine
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