2007
DOI: 10.1002/jhet.5570440646
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A novel synthesis of benzo[h]quinolines and study of their fluorescence properties

Abstract: An elegant synthesis of highly fluorescent benzo[h]quinolines have been accomplished from readily available and highly economical 6‐methoxy‐1‐tetralone in high purity and excellent yield.

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Cited by 14 publications
(8 citation statements)
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“…As a part of our continued interest [25–27] in the synthesis of novel heterocyclic compounds, we have reported the synthesis of pyrazolo[3,4‐ b ]pyridines, pyrazolo[3,4‐ b ]quinolines, pyrazolonaphthyridines and pyrazolopyridopyrimidines by Friedlander condensation of 5‐aminopyrazole‐4‐carbaldehyde with various reactive methylene compounds and the synthesis of fused pyrimidines [28] by using 2‐aminoheterocycles and cyclic β‐formylesters in ammonium acetate at 120°C. We have also reported the study of fluorescence properties of benzo[ h ]quinolines and dipyrazolopyridines [29, 30]. In our recent communications [31, 32], we have reported the synthesis of chromenes, quinolines, and pyrazolo[3,4‐ b ]pyridines by multicomponent reaction strategy.…”
Section: Introductionmentioning
confidence: 99%
“…As a part of our continued interest [25–27] in the synthesis of novel heterocyclic compounds, we have reported the synthesis of pyrazolo[3,4‐ b ]pyridines, pyrazolo[3,4‐ b ]quinolines, pyrazolonaphthyridines and pyrazolopyridopyrimidines by Friedlander condensation of 5‐aminopyrazole‐4‐carbaldehyde with various reactive methylene compounds and the synthesis of fused pyrimidines [28] by using 2‐aminoheterocycles and cyclic β‐formylesters in ammonium acetate at 120°C. We have also reported the study of fluorescence properties of benzo[ h ]quinolines and dipyrazolopyridines [29, 30]. In our recent communications [31, 32], we have reported the synthesis of chromenes, quinolines, and pyrazolo[3,4‐ b ]pyridines by multicomponent reaction strategy.…”
Section: Introductionmentioning
confidence: 99%
“…In our other previous papers [10][11][12], pyrazolo [3,4-b]pyridines were synthesized by Friendlander condensation of 5-aminopyrazole-4-carbaldehyde with various reactive methylene compounds and the heterocyclic compounds with chloroethyl side chain [13]. In literature the pyrazolo [3,4-b]pyridines have been so far obtained by condensation of aminopyrazoles with , -unsaturated compounds [14][15][16][17][18], diethylethoxymethylenemalonate [19,20], active esters [21], cyclic ketones [11,12] and amides [12]. In the present paper, we have used the versatile cyclic -ketoester e.g.…”
Section: Introductionmentioning
confidence: 98%
“…Analogous to bispyrazolo-[3,4-b;4′,3′-e]-pyridines and pyrazolo-[3,4-b]-quinolines, the substituent effect of 4 position on the fluorescence of pyrazolo [3,4-b]pyrrolo [2,3-d]pyridine has attracted us to synthesize this particular family of compounds. As a part of our ongoing interest in this area (25)(26)(27)(28), we have reported the synthesis of pyrazolo [3,4-b]pyridines, pyrazolo- [3,4-b]quinolines, pyrazolonaphthyridines, and pyrazolopyridopyrimidines by Friedlander condensation of reactive methylene compounds with 5-aminopyrazole and synthesis of fused pyrimidines. In our recent communications (29,30), we reported the synthesis and study of fluorescence properties of benzo[h]quinolines and dipyrazolo [3,4-…”
Section: Introductionmentioning
confidence: 99%