1,1,5,5-Tetramethyl-3-trifluoromethyl-1,5-diaza-1,3-pentadienium chloride (
beta -trifluoromethyl vinamidinium salt) 1 reacted smoothly with various ty
pes of enolates generated from ketones and esters to give the corresponding
mono-addition-deamination products, dienaminones 2 and dienaminoates 3, re
spectively, in moderate to good yields. The reaction with carbanions from n
itromethane, methyl phenyl sulfone, and acetonitrile also produced the corr
esponding dienamine derivatives 4, 6 in moderate yields. Interestingly, the
carbanion from malononitrile participated well in the reaction with 1 to a
fford di-addition-deamination product, diisopropylammonium 1,1,5,5-tetracya
no-3-trifluoromethyl-1,3-pentadienide (5) in quantitative yield. (C) 2001 E
lsevier Science B.V. All tights reserved.