134219-71-9Relevant articles and documents
Synthesis of substituted 1-trifluoromethyl and 1-perfluoroalkyl-3- (arylamino)prop-2-en-1-one: Advances in the mechanism of Combes 2-trifluoromethyl and 2-perfluoroalkyl quinolines synthesis
El Kharrat, Salem,Laurent, Philippe,Blancou, Hubert
, p. 1252 - 1266 (2014/02/14)
We report a new synthesis and our study of the mechanism of formation of substituted 1-trifluoromethyl and 1-perfluoroalkyl-3-(phenylamino)prop-2-en-1- one starting from 3-(R-phenoxy)-3-perfluoroalkyl-prop-2-enals and arylamines. Reactivity study of the intermediates confirmed that 3-perfluoroalkyl-N, N′-diphenyl-1,5-diazapentadienes are the synthetic intermediates of the synthesis of 2-perfluoroalkylquinolines. The mechanism of the reaction of 1-trifluoromethyl and 1-perfluoroalkyl-3-(phenylamino)prop-2-en-1-one with POCl3 was studied. To our knowledge this is the first detection and isolation of N,N′-diaryldiazapentadiene derivatives as intermediates in the Combes F-alkyl substituted quinoline synthesis starting from enaminoketones. Finally, we succeeded isolating and identifying unsymmetrically substituted 2-perfluorolakyldiazapentadiene.
Bidentate and tetradentate β-aminovinyl trifluoromethylated ketones and their copper(II) complexes: Synthesis, characterization and redox chemistry
Chopin, Nicolas,Medebielle, Maurice,Pilet, Guillaume
experimental part, p. 1093 - 1103 (2012/04/23)
New polyfunctional bidentate and tetradentate trifluoromethylated enaminone ligands that bear redox-active and photosensitive moieties were synthesized in moderate to good yields and their coordination chemistry with copper(II) was examined. The crystal s
An ionic liquid as reaction medium for the synthesis of halo-containing β-enaminones at room temperature
Martins, Marcos A. P.,Guarda, Emerson A.,Frizzo, Clarissa P.,Marzari, Mara R. B.,Moreira, Dayse N.,Zanatta, Nilo,Bonacorso, Helio G.
experimental part, p. 1321 - 1327 (2009/12/04)
A series of twenty halomethylated β-enaminones [RC(O)CH=C(R 1)NR 3 R 4, where R = CF3,CCl 3, CHCl2; R 1 = H, Me, Ph; R 3 = H, Me, Bu, Et; R 4 = Me, Et, Bu, allyl, tert-amyl, CH2CH 2OH, Bn, Ph] were synthesized using the ionic liquid [bmim]BF 4 at room temperature. It is demonstrated that this ionic liquid is a reaction medium suitable for the amination of β-alkoxyvinyl halomethyl ketones. The advantages of this method are the absence of solvents, short reaction times, and good yields.
A new method for the synthesis of CF3-containing aminovinyl ketones
Krasovsky,Nenajdenko,Balenkova
, p. 1395 - 1400 (2007/10/03)
A new method for the synthesis of aminovinyl trifluoroinethyl ketones was developed. The method is based on the reactions of 4-sulfonyl-1,1,1-trifluorobut-3-ene-2,2-diols with various alkyl-, aryl-, dialkyl-, and alkylarylamines. The stereochemistry of the compounds obtained was studied.
Regioselective synthesis of trifluoromethyl substituted quinolines from trifluoroacetyl acetylenes
Linderman,Kirollos
, p. 2689 - 2692 (2007/10/02)
Trifluoromethyl substituted quinolines have been prepared by 1,2- or 1,4-addition of anilines to trifluoroacetyl acetylenes followed by intramolecular acid catalyzed ring closure.
O-N, S-N AND N-N EXCHANGE REACTIONS AT OLEFINIC CARBON ATOMS: FACILE SYNTHETIC METHOD FOR β-TRIFLUOROACETYLVINYLAMINES
Hojo, Masaru,Masuda, Ryoichi,Okada, Etsuji,Sakaguchi, Syuhei,Narumiya, Hitoshi,Morimoto, Katsushi
, p. 6173 - 6176 (2007/10/02)
β-Trifluoroacetylvinyl ethers 1 and sulfides 2 react easily with various amines at room temperature to give β-trifluoroacetylvinylamines 3 in excellent yields.This O-N and S-N exchange reaction can be extended to N-N exchange reaction.