Synthesis and Cycloaddition Reactions of 1-Azido-1,1,2,2-tetrafluoroethane
The Journal of organic chemistry(2023)
摘要
A new fluorinated azidoethane & horbar;1-azido-1,1,2,2-tetrafluoroethane & horbar;was prepared in quantitative yield by the addition of an azide anion to tetrafluoroethylene in a protic medium. The title azide was shown to be thermally stable and insensitive to impact. Copper(I)-catalyzed [3 + 2] cycloaddition with alkynes afforded 4-substituted N-tetrafluoroethyl-1,2,3-triazoles which underwent rhodium(II)-catalyzed transannulation with nitriles to novel N-tetrafluoroethylimidazoles or the reaction with triflic acid to enamido triflates. [3 + 2] Cycloaddition of the title azide with primary amines afforded novel 5-difluoromethyl tetrazoles.
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关键词
cycloaddition reactions,synthesis
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