Reaction of methyl esters of fluorine-containing ?-keto acids with amines

Салоутин, В. И.; Piterskikh, I. A.; Pashkevich, K. I.; Кодесс, М. И.

doi:10.1007/bf00954715

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2013

2022

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Cited by 6 publications

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“…This type of compounds is a rare type of heterocycles which is difficult to prepare. To the best of our knowledge only two approaches to CF 3 substituted piperazines (based on the trifluoropyruvic acid derivatives or corresponding aldehydes) have been described so far in the literature.…”

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confidence: 99%

Reaction of α-Bromo Enones with 1,2-Diamines. Cascade Assembly of 3-(Trifluoromethyl)piperazin-2-ones via Rearrangement

et al. 2013

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A facile one-pot synthesis of 3-trifluoromethylated piperazin-2-ones has been achieved by the treatment of trifluoromethyl 2-bromo enones with N,N'-disubstituted ethylenediamines in trifluoroethanol. The mechanism of this unexpected reaction is discussed in terms of multistep processes involving formation of captodative aminoenone as a key intermediate. The unique influence of trifluoromethyl group on the reaction path was demonstrated.

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confidence: 99%