Abstract
We report stereoselective five-step syntheses of cis-3-ethyl-3,5-dihydro-3,5-diphenyl-5-methyl-4H-pyrazol-4-one (cis-1b) and trans-3,5-diethyl-3,5-dihydro-3,5-diphenyl-4H-pyrazol-4-one (trans-1c). The key synthon was 1,3-diphenylpent-2-en-1-one (5b) synthesized in a new one-pot crossed aldol/dehydration reaction of acetophenone with propiophenone using titanium(IV) chloride/tributylamine, followed by treatment with methanesulfonyl chloride and triethylamine.
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