Polyfluorinated 2,4-diaryl-2,3-dihydro-1H-1,5-benzodiazepines: Synthesis and new rearrangement into polyfluorodihydrobenzimidazo[1,2-a]quinolines Full article
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Journal of Fluorine Chemistry
ISSN: 0022-1139 |
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| Output data | Year: 2014, Volume: 162, Pages: 66-70 Pages count : 5 DOI: 10.1016/j.jfluchem.2014.03.013 | ||
| Tags | Polyfluorochalcones; Polyfluorinated 2,4-diaryl-2,3-dihydrobenzo-1H-1,5-diazepines; Polyfluorinated dihydrobenzimidazo[1,2-a]quinolines; Intramolecular fluorine substitution; Rearrangement | ||
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Abstract:
Interaction of polyfluorinated chalcones (pentafluorobenzalacetophenone, benzalpentafluoroacetophenone and decafluorochalcone) with 1,2-diaminobenzene in alcohols in the presence of triethylamine or quaternary ammonium salt (TEBAC) has been investigated. In the presence of TEBAC in 2-propanol polyfluorinated 2,4-diaryl-2,3-dihydro-1H-1,5-benzodiazepines are formed. Some of them undergo intramolecular fluorine substitution and unusual rearrangement into a previously unknown polyfluoro-containing tetracyclic compounds-(6aR)-1,2,3,4-tetrafluoro-6a-aryl-6a,7-dihydrobenzimidazo[1,2-a]quinolines, under the reaction conditions as well as in absence of TEBAC. The structures are established on NMR spectra and confirmed by X-ray. (C) 2014 Elsevier B.V. All rights reserved.
Cite:
Borodina E.A.
, Orlova N.A.
, Kargapolova I.Y.
, Gatilov Y.V.
Polyfluorinated 2,4-diaryl-2,3-dihydro-1H-1,5-benzodiazepines: Synthesis and new rearrangement into polyfluorodihydrobenzimidazo[1,2-a]quinolines
Journal of Fluorine Chemistry. 2014. V.162. P.66-70. DOI: 10.1016/j.jfluchem.2014.03.013 WOS Scopus РИНЦ OpenAlex
Polyfluorinated 2,4-diaryl-2,3-dihydro-1H-1,5-benzodiazepines: Synthesis and new rearrangement into polyfluorodihydrobenzimidazo[1,2-a]quinolines
Journal of Fluorine Chemistry. 2014. V.162. P.66-70. DOI: 10.1016/j.jfluchem.2014.03.013 WOS Scopus РИНЦ OpenAlex
Dates:
| Published print: | Jun 1, 2014 |
Identifiers:
| Web of science: | WOS:000336827000009 |
| Scopus: | 2-s2.0-84899538076 |
| Elibrary: | 21874107 |
| OpenAlex: | W2062305257 |