2010
DOI: 10.1002/jhet.321
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Synthesis of new 1,2,3‐triazolo[1,5‐a]quinazolinones

Abstract: in Wiley InterScience (www.interscience.wiley.com).Synthesis of novel 3-substituted-1,2,3-triazolo[1,5-a]quinazolinones in high yields was performed via anionic hetero-domino reaction of appropriate substituted 2-azidobenzoates prepared from isatines and acetonitriles activated by 1,3-thiazole, 1,3-benzothiazole, 1,3,4-oxadiazole, and 1,2,4-oxadiazole rings. It was shown that acetonitriles exhibited high reactivity and were convenient methylenic compounds for such reactions providing rapid structural variation. Show more

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Cited by 31 publications
(7 citation statements)
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“…The 5-amino-1-aryl-1h-1,2,3-triazoles 3-6 and 3h-[1,2,3]triazolo[4,5-b] pyridines 7 derivatives were synthesized earlier at the Department of Organic Chemistry of Ivan Franko National University of Lviv, Ukraine [12,14]. Properties and spectral characteristics of compounds used in this study have been presented in [12,14]. The purity of compounds was established to be higher than 97%, based on liquid chromatography-mass spectrometry examination.…”
Section: Methodsmentioning
confidence: 99%
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“…The 5-amino-1-aryl-1h-1,2,3-triazoles 3-6 and 3h-[1,2,3]triazolo[4,5-b] pyridines 7 derivatives were synthesized earlier at the Department of Organic Chemistry of Ivan Franko National University of Lviv, Ukraine [12,14]. Properties and spectral characteristics of compounds used in this study have been presented in [12,14]. The purity of compounds was established to be higher than 97%, based on liquid chromatography-mass spectrometry examination.…”
Section: Methodsmentioning
confidence: 99%
“…Various 5-amino-1,2,3-triazoles were obtained by using an efficient synthetic method from the [12,13], 1,3-thiazole [14,15], 1,2,4-/1,3,4-oxadiazole [14], pyrroles and indoles [16] rings and with possible the simultaneous cascade processes leading to polycyclic systems [17,18]. Additionally, the azide [3 + 2] cycloadditions can be performed at room temperature in good to excellent yields of products in the presence of catalytic amounts of pyrrolidine (5-10 mol%) [19,20] according to organocatalytic methodology [21][22][23][24].…”
mentioning
confidence: 99%
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“…8 In a previous work 9 we have described the synthesis and anti-inflammatory activities of some 2,5-dimethyl-3-furan-3-carboxamides and 5-aryl-2-methyl-3-furan-3-carboxamides. In this article which is the part of our project on of biologically active heterocycles [10][11][12][13][14][15][16][17][18][19][20][21][22][23] we describe synthesis, molecular docking and anti-inflammatory activities of 2,4-dimethyl-N-(2-aryl)-3-furamides.…”
Section: Introductionmentioning
confidence: 99%
“…Moreover, we previously synthesized several 1,2,3-triazoles which were found to possess significant anticancer activity [10,11]. Recently, we have developed facile synthetic methods for the versatile synthesis of 1,2,3-triazole and thieno-fused compounds, where new efficient and mild procedures from readily available reagents can be employed [12][13][14][15][16][17][18][19][20][21][22][23][24][25][26]. Those protocols could be successfully used for the preparation of fused heterocyclic compounds with both thiophene and 1,2,3-triazole rings.…”
Section: Introductionmentioning
confidence: 99%