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active investigation.
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Experimental Section
General Procedure for Synthesis of Isoxazole Triflones 3: To a
stirred solution of α-trifluoromethanesulfonyl ketone 4 (1.2 mmol)
in MeOH (6.8 mL) was added NEt3 (0.17 mL, 1.2 mmol, 1.0 equiv.)
at 0 °C under a nitrogen atmosphere, and the mixture was stirred
for 15 min at the same temperature. A solution of imidoyl chloride
5 (1.4 mmol, 1.2 equiv.) in MeOH (1.5 mL) was added to the reac-
tion mixture. After stirring for 30 min at 0 °C, the reaction mixture
was warmed to room temperature and left to stir for the appropri-
ate time. After dilution with water, the whole reaction mixture was
extracted with CH2Cl2, and the combined organic layer was washed
with brine, dried with Na2SO4, and concentrated under reduced
pressure. The residue was purified by recrystallization (CH2Cl2/hex-
ane) or column chromatography (n-hexane/ethyl acetate, 95:5) on
silica gel to give isoxazole triflone 3.
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Supporting Information (see footnote on the first page of this arti-
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and 13C NMR spectra of the prepared compounds.
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Acknowledgments
This study was financially supported in part by Grants-in-Aid for
Scientific Research from the Ministry of Education, Culture,
Sports, Science and Technology (MEXT) (21390030, 22106515,
Project No. 2105: Organic Synthesis Based on Reaction Integra-
tion). We also thank the Asahi Glass Foundation for support in
part.
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