2012
DOI: 10.1016/j.tetlet.2012.06.070
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An unexpected multicomponent reaction leading to 2-arylpyrrolo[2,3,4-kl]acridin-1(2H)-ones

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Cited by 36 publications
(16 citation statements)
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“…Isatins were often used for preparation of many spiro‐heterocyclic compounds with different carbonyl compounds . Under investigation, it could be found that many β‐dicarbonyl compounds such as cyclic α‐cyanoacetic ester , barbituric acid , dimedone , 4‐hydroxycoumarin , dimethyl acetylenedicarboxylate , 2‐hydroxy‐1,4‐naphthoquinone , and 3‐methyl‐2‐pyrazolin‐5‐one were applied to this synthesis. In order to design and prepare new spiro‐heterocyclic compounds, in this research, we want to use some novel carbonyl compounds to react with isatins and urea to give fresh spiro‐heterocyclic compounds.…”
Section: Resultsmentioning
confidence: 99%
“…Isatins were often used for preparation of many spiro‐heterocyclic compounds with different carbonyl compounds . Under investigation, it could be found that many β‐dicarbonyl compounds such as cyclic α‐cyanoacetic ester , barbituric acid , dimedone , 4‐hydroxycoumarin , dimethyl acetylenedicarboxylate , 2‐hydroxy‐1,4‐naphthoquinone , and 3‐methyl‐2‐pyrazolin‐5‐one were applied to this synthesis. In order to design and prepare new spiro‐heterocyclic compounds, in this research, we want to use some novel carbonyl compounds to react with isatins and urea to give fresh spiro‐heterocyclic compounds.…”
Section: Resultsmentioning
confidence: 99%
“…It is well known that the one-pot reactions of arylamine, isatin and cyclic 1,3-ketone under different catalytic conditions usually gave a kind of spiro[pyridine-oxindole] ( I in Fig. 2) as the main product, in which the arylamine only provided the amino group to form the pyridyl ring [1621]. There are only very few papers describing that either 2-naphthylamine [2225], functionalized 5-aminopyrazoles [2628], or 2-aminobenzothiazoles [29] reacted with isatin and cyclic 1,3-dicarbonyl compounds to give the similar spiro[dihydropyridine-oxindole] ( II , III in Fig.…”
Section: Resultsmentioning
confidence: 99%
“…: 182–185°C (Lit. : 185–186°C); IR (KBr, cm −1 ): 3065, 2960, 1714, 1650, 1465, 1349, 1142, 771., 1 H NMR (300 MHz, CDCl 3 ): 1.35 (3H, s, CH 3 ), 1.36 (3H, s, CH 3 ), 2.39 (3H, s, CH 3 ), 3.26 (2H, s, CH 2 ), 5.31 (1H, s, CH), 7.52 (1H, d, J = 8.7 Hz, ArH), 7.71 (1H, t, J = 7.5 Hz, ArH), 7.82 (1H, dt, J = 7.6 Hz, J = 1.5 Hz, ArH), 8.21–8.27(2H, m, ArH), 8.33 (1H, s, ArH), 8.71 (1H, dd, J = 7.9 Hz, J = 1.2 Hz, ArH).…”
Section: Methodsmentioning
confidence: 99%
“…: 199–202°C (Lit. : 204–206°C); IR (KBr, cm −1 ): 3039, 2959, 1701, 1645, 1515, 1365, 828, 498., 1 H NMR (300 MHz, CDCl 3 ): 1.34 (6H, s, 2CH 3 ), 2.46 (3H, s, CH 3 ), 3.20 (2H, s, CH 2 ), 5.65 (1H, s, CH), 7.38 (4H, s, ArH), 7.83 (1H, dd, J = 8.4 Hz, J = 1.5 Hz, ArH), 8.03 (1H, d, J = 8.9 Hz, ArH), 8.89 (1H, s, ArH).…”
Section: Methodsmentioning
confidence: 99%
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