Reactions of polyfluorochalcones with o - and p -phenylenediamines. Synthesis and intramolecular transformations of polyfluorinated 2,4-diaryl-2,3-dihydrobenzo-1 H -1,5-diazepines

Verfasser / Beitragende:
[E. Borodina, N. Orlova]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/2(2015-02-01), 253-260
Format:
Artikel (online)
ID: 605531110
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024 7 0 |a 10.1134/S1070428015020207  |2 doi 
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245 0 0 |a Reactions of polyfluorochalcones with o - and p -phenylenediamines. Synthesis and intramolecular transformations of polyfluorinated 2,4-diaryl-2,3-dihydrobenzo-1 H -1,5-diazepines  |h [Elektronische Daten]  |c [E. Borodina, N. Orlova] 
520 3 |a Polyfluorochalcones react with o-phenylenediamine in ethanol and 2-propanol in the presence of triethylamine or benzyltriethylammonium chloride (TEBAC) affording polyfluorinated 2,4-diaryl-2,3-dihydrobenzo-1H-1,5-diazepines. Along with the latter in the presence of triethylamine Michael aza-adducts presumably formed, and at the use of TEBAC in 2-propanol products of intramolecular cyclization and rearrangement of benzo-1,5-diazepines, dihydrobenzimidazo[1,2-a]quinolines were obtained. The reactions of polyfluorochalcones with p-phenylenediamine in ethanol or DMF proceed mostly with the substitution of the para-fluorine atom in the perfluorophenyl rings. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Borodina  |D E.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
700 1 |a Orlova  |D N.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/2(2015-02-01), 253-260  |x 1070-4280  |q 51:2<253  |1 2015  |2 51  |o 11178 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Borodina  |D E.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Orlova  |D N.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/2(2015-02-01), 253-260  |x 1070-4280  |q 51:2<253  |1 2015  |2 51  |o 11178