ChemInform Abstract: Reaction of Pentafluorobenzoylpyruvic Acid (I) with Amines.

Салоутин, В. И.; Bazyl, I. T.; Skryabina, Z. É.; Kondrat'ev, P. N.; Чупахин, О. Н.

doi:10.1002/chin.199449139

Cited by 2 publications

(4 citation statements)

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“…Tricyclic compounds containing a 4-quinolone fragment [61], analogs of ofloxacin [63], and pentacyclic derivatives [66] can also be obtained by this method. At position 3 of the 4-quinolones there is usually a carboxyl or alkoxycarbonyl group [55,56,60,[63][64][65][66][67], although there may be a nitro group [59], a CN group [68], or H [58,69]. Moreover, the scheme can also used to obtain the quite rare 2-substituted 4-quinolones (carboxyl group [69], trifluoromethyl group [58]).…”

Section: Type Dmentioning

confidence: 99%

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The methods of synthesis, modification, and biological activity of 4-quinolones (review)

Boteva

Красных

2009

Chem Heterocycl Comp

107

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Data on methods for the construction of the 4-quinolone skeleton and modification of the substituents around it are reviewed. The "structure-activity" relationships of 4-quinolones are examined with respect to antibacterial and antitumor activity.Keywords: 4-quinolones, biological activity. 4-Quinolones have been a subject of research for many scientific teams, and this is reflected in the numerous reviews and monographs devoted to various aspects of the subject. One of the early reviews [1] concerns aspects of the synthesis of individual representatives of the group of 4-quinolones and comparative characterization of their antimicrobial activity. Basic approaches to construction of the fluoroquinolone skeleton and also variation of the substituents at various positions of the ring were examined in the review [2]. The relationship between the structure and antibacterial activity is discussed in [3], and methods for the synthesis of polycyclic derivatives of 4-quinolones based on the annelation of rings to the various faces of the quinoline skeleton are discussed in the review [4]. The reviews [5, 6] were devoted to identification of the structural modifications of 4-quinolones responsible for their conversion from antibacterial agents to antitumor agents. The molecular and biological aspects of the antibacterial action of 4-quinolone-3-carboxylic acids are examined in [7], and issues concerned with the clinical application of 4-quinolones are discussed in the reviews [8][9][10][11][12] and in the monograph [13]. The synthesis and the "structure-activity" relationships of the bioisosteres of 4-quinolones -2-pyridones -are examined in the review [14].The aim of the present review was to classify existing methods for the synthesis not only of fluoroquinolones but also of any 4-quinolones, to demonstrate the effects of modification of the molecule at all positions, to summarize data on the various types of activity, and to examine the "structure-activity" relationship with respect to antibacterial and antitumor activity.

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Section: Type Dmentioning

confidence: 99%

“…The final 4-quinolone is produced directly in one stage by cyclization in the presence of alkali or triethylamine [69][70][71][72].…”

Section: Type Dmentioning

confidence: 99%

The methods of synthesis, modification, and biological activity of 4-quinolones (review)

Boteva

Красных

2009

Chem Heterocycl Comp

107

View full text Add to dashboard Cite

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“…A Russian group [48][49][50][51] adopted this method for the preparation of tetrafluoro-and trifluorochromones 71 and extensively studied their reactions with several nitrogen nucleophiles. Lin and Long 52 subjected the β-ketoester 72 with AcCl in DMF containing K 2 CO 3 and DIPEA to obtain the 7-fluorochromone derivative 73.…”

Section: Methodsmentioning

confidence: 99%

“…On treatment with RNH 2 (R = H, Me, PhCH 2 , hexyl, cyclohexyl etc. ), the fluorinated chromone-3-ester 118a gives 4-hydroxycoumarin 119a, 48,51,70 118b affords 119b, 71 118c provides 119c 49,51 and 118d the coumarin 119d. …”

Section: Scheme 16mentioning

confidence: 99%