Abstract
The 1,3-dipolar cycloaddition of aryl (or benzyl) azides with 1,1,1-trifluoro-4-ethoxy-3-butene-2-one proceeded smoothly by heating without solvent. 1-Aryl (or benzyl)-4-trifluoroacetyl-1 H-1,2,3-triazoles were formed regiospecifically in good yield. These compounds were readily hydrated when exposed to air. In contrast, the reaction of benzyl azide with 4-trifluoroacetyl-2,3-dihydrofuran only gave minor amounts of 4-trifluoroacetyl-5-benzylamino-2,3-dihydrofuran in addition to an inseparable mixture of other products. 5-Trifluoroacetyl-3,4-dihydro-2 H-pyran was inert towards benzyl azide under the same conditions.
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