A three-component cycloaddition of alkyl trifluorodiazoethane for the synthesis of trifluoromethylated isoxazolines
CHEMISTRY OF HETEROCYCLIC COMPOUNDS(2023)
Abstract
n efficient [2+2+1] cycloaddition reaction of alkyl trifluorodiazoethane with nitrosoarenes and alkynes has been described. This reaction is conducted under mild conditions with CuI as a catalyst in the presence of diisopropylamine, affording a series of trifluoromethylated isoxazolines in up to 96% yield. Furthermore, the reaction tolerates various nitrosoarenes and alkynes and can be applied in large-scale synthesis, which provides an efficient access to trifluoromethylated isoxazolines.
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Key words
alkynes,carbene,nitrosoarenes,trifluorodiazoethane,trifluoromethylated isoxazolines,cycloaddition
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