2005
DOI: 10.1016/j.jfluchem.2005.08.003
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Synthesis, 17O NMR spectroscopy and structure of 2-trifluoroacetyl-1-methoxycycloalkenes

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Cited by 18 publications
(9 citation statements)
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“…Secondly, the pyrazole ring is regiospecifically prepared from the cyclocondensation reaction of the trihalomethylated vinyl I II III ketones (1, 2) with 6-hydrazinonicotinic hydrazide hydrate; and thirdly, until now transition-metal complexes involving these new heterocyclic systems are unknown. Thus, the reactions of 1,1,1-trifluoro(chloro)-4-alkyl(aryl/heteroaryl)-4-alkoxy-3-alken-2-ones (1a-i and 2c-f) [19][20][21][22][23][24][25][26][27] with 6-hydrazinonicotinic hydrazide hydrate to obtain the new pyrazolyl-pyridine system (3, 4) were carried out in a 2:1 molar ratio, respectively, in ethanol as solvent and all reactions were monitored by TLC. The most satisfactory results were obtained when the reactions were performed under mild conditions at 78 °C for 4 hours (Scheme 1).…”
Section: Resultsmentioning
confidence: 99%
“…Secondly, the pyrazole ring is regiospecifically prepared from the cyclocondensation reaction of the trihalomethylated vinyl I II III ketones (1, 2) with 6-hydrazinonicotinic hydrazide hydrate; and thirdly, until now transition-metal complexes involving these new heterocyclic systems are unknown. Thus, the reactions of 1,1,1-trifluoro(chloro)-4-alkyl(aryl/heteroaryl)-4-alkoxy-3-alken-2-ones (1a-i and 2c-f) [19][20][21][22][23][24][25][26][27] with 6-hydrazinonicotinic hydrazide hydrate to obtain the new pyrazolyl-pyridine system (3, 4) were carried out in a 2:1 molar ratio, respectively, in ethanol as solvent and all reactions were monitored by TLC. The most satisfactory results were obtained when the reactions were performed under mild conditions at 78 °C for 4 hours (Scheme 1).…”
Section: Resultsmentioning
confidence: 99%
“…[11][12][13][14] Firstly, two novel series of twelve 2-trifluoroacetyl-1-(arylamino)-cycloalkenes (3a-f, 4a-f) were obtained in 35-78% yields by the O,N-exchange reaction of 2-trifluoroacetyl-1-methoxycycloalkenes, 1, with 4-substituted anilines, 2. These reactions were carried out in acetonitrile under reflux for 24 h, by a methodology similar to that which we described previously.…”
Section: Resultsmentioning
confidence: 99%
“…Compound 14 was prepared as described in Ref. [24]. 1 H, 19 F and 13 C NMR were recorded with a Bruker Avance 300 spectrometer (in CDCl 3 ) at 300 MHz, 282 MHz and 75 MHz, respectively.…”
Section: General Commentsmentioning
confidence: 99%