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Synthesis 2011(17): 2767-2774
DOI: 10.1055/s-0030-1260127
DOI: 10.1055/s-0030-1260127
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Reaction of a Trifluoromethylated N-Monosubstituted Hydrazone with α,β-Ethenyl Ketones: A Novel Synthesis of Substituted Pyrazolidines and Pyrazolines
Further Information
Received
12 May 2011
Publication Date:
19 July 2011 (online)
Publication History
Publication Date:
19 July 2011 (online)

Abstract
We hereby describe an instance of diastereoselective trifluoromethanesulfonic acid catalyzed 1,3-dipolar cycloaddition of a trifluoromethylated azomethine imine with α,β-ethenyl ketones. Using two different reaction conditions, reaction of trifluoroacetaldehyde phenylhydrazone and chalcone derivatives gave polysubstituted pyrazolidines and pyrazolines derivatives with efficiency and high diastereoselectivity.
Key words
pyrazolines - hydrazone - copper triflate - trifluoromethanesulfonic acid - cycloaddition
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