- Unusual product distribution from Friedlaender reaction of Di-and triacetylbenzenes with 3-aminonaphthalene-2-carbaldehyde and properties of new benzo[g]quinoline-derived Aza-aromatics
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The Friedlaender reactions of acetylbenzenes and 2-acetylpyridine with 3-aminonaphthalene-2-carbaldehyde afforded the corresponding 2-phenylbenzo[g]quinoline and 2-(pyrid-2-yl)benzo[g]quinoline, respectively. The same reactions of 3-aminonaphthalene-2-carbaldehyde with 1,2-, 1,3-, 1,4-di- and 1,3,5-triacetylbenzenes, however, afforded a series of corresponding (benzo[g]quinolin-2-yl)benzenes as new N,C-bidentate and unexpected benzo[g]quinoline. Crystallinity, thermal properties, absorption and emission spectral properties of the products were studied.
- Karim, Moinul,Jahng, Yurngdong
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p. 12842 - 12851
(2014/09/29)
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- STUDIES ON NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS. SYNTHESES AND REACTIONS OF BENZOQUINOLINE
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The authors devised a new convinient synthesis of benzoquinoline (2) through the condensation of β-naphthylamine with malondialdehyde (MDA) followed by cyclization in polyphosphoric acid.The reactivity of 2 toward N-oxidation, Reissert reaction and methylation with methylsulfinylmethyl carbanion was investigated.
- Takeuchi, Isao,Ushida, Makoto,Hamada, Yoshiki,Yuzuri, Tomoaki,Suezawa, Hiroko,Hirota, Minoru
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p. 2221 - 2232
(2007/10/03)
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- Flash Vacuum Pyrolysis of Substituted Pyridine N-Oxides and Its Application to Syntheses of Heterocyclic Compounds
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Flash vacuum pyrolysis of 2-picoline N-oxide gave 2-picoline, pyridine, 2-ethylpyridine, 2-vinylpyridine, 2-pyridylmethanol, bis(2-pyridyl)methane, 1,2-bis(2-pyridyl)ethane, and 1,2-bis(2-pyridyl)ethylene.These reactions are explained by intermediary participation of the 2-picolyl radical.Flash vacuum pyrolysis of methyl-substituted 2-benzylpyridine N-oxides led to methyl-substituted pyridoindoles or to benzoquinoline in moderate yields.
- Ohsawa, Akio,Kawaguchi, Takayuki,Igeta, Hiroshi
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p. 3497 - 3503
(2007/10/02)
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- SUBSTITUTED 2- AND 4-BENZYLPYRIDINES IN THE SYNTHESIS OF BENZOQUINOLINES AND BENZOISOQUINOLINES
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Nitrogen-containing heterocyclic analogs of anthracene, viz., benzoisoquinolines and benzoquinolines, were obtained by dehydrocyclization on a K-16 catalyst of mixtures of methyl-substituted 2- and 4-benzylpyridines with methyl groups in various positions of the pyridine and benzyl rings, which are formed by benzylation of β-picoline, as well as pyridine, by the Ladenburg method.The spectral characteristics of the synthesized compounds are presented.
- Prostakov, N. S.,Kuznetsov, V. I.,Datta Rai, G.
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p. 525 - 529
(2007/10/02)
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