2012
DOI: 10.1016/j.tetlet.2011.10.143
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A multicomponent, solvent-free, one-pot synthesis of benzoxanthenones catalyzed by HY zeolite: their anti-microbial and cell imaging studies

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Cited by 56 publications
(19 citation statements)
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“…Moreover, the existing methods have not been conceded for the synthesis of tetrahydrobenzo[c]xanthene-8-ones from 1-naphthol because the electron density at 2-position of 1-naphthol is not sufficient for the formation of corresponding ortho-Quinone Methides (o-QMs). As per our knowledge, only three articles which involve the use of proline triflate [17], CAN [18] and Zeolite [19] Taking to account the weakness of reported methods and to overcome these problems, we have developed the green protocol for efficient synthesis of tetrahydrobenzo[c]xanthenes-8-ones. Herein we used novel ionic liquid; L-pyrrolidine-2-carboxylic acid sulfate (LPCAS) as a catalyst for the synthesis of tetrahydrobenzo[c]xanthenes-8-one derivatives from 1-naphthol ( Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…Moreover, the existing methods have not been conceded for the synthesis of tetrahydrobenzo[c]xanthene-8-ones from 1-naphthol because the electron density at 2-position of 1-naphthol is not sufficient for the formation of corresponding ortho-Quinone Methides (o-QMs). As per our knowledge, only three articles which involve the use of proline triflate [17], CAN [18] and Zeolite [19] Taking to account the weakness of reported methods and to overcome these problems, we have developed the green protocol for efficient synthesis of tetrahydrobenzo[c]xanthenes-8-ones. Herein we used novel ionic liquid; L-pyrrolidine-2-carboxylic acid sulfate (LPCAS) as a catalyst for the synthesis of tetrahydrobenzo[c]xanthenes-8-one derivatives from 1-naphthol ( Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…2 On the other hand, xanthenones (Figure 1), xanthone derivatives, are poorly explored regarding their biological properties, and described only for its anti-proliferative, 3,4 antiviral 5 and anti-microbial properties. 6 The literature describes the synthesis of xanthenones via a multicomponent reaction using a phenolic compound, an aldehyde, and a cyclic 1,3-dicarbonyl compound. 7 Many Lewis or Brönsted acids may be used as catalysts: calixarenes, 3 ceric ammonium nitrate, 4 polyethyleneglycol bound sulfonic acid, 5 Hy zeolite, 6 triflate proline, 8 tetrabutyl ammonium fluoride, 9 tri-methyl tetradecyl ammonium bromide, 10 sulfamic acid, 11 p-toluenesulfonic acid, 12 triphenylphosphinem-sulfonate/carbon tetrabromide, 13 phosphorus(V) oxide, cumbersome product isolation procedures.…”
Section: Introductionmentioning
confidence: 99%
“…6 The literature describes the synthesis of xanthenones via a multicomponent reaction using a phenolic compound, an aldehyde, and a cyclic 1,3-dicarbonyl compound. 7 Many Lewis or Brönsted acids may be used as catalysts: calixarenes, 3 ceric ammonium nitrate, 4 polyethyleneglycol bound sulfonic acid, 5 Hy zeolite, 6 triflate proline, 8 tetrabutyl ammonium fluoride, 9 tri-methyl tetradecyl ammonium bromide, 10 sulfamic acid, 11 p-toluenesulfonic acid, 12 triphenylphosphinem-sulfonate/carbon tetrabromide, 13 phosphorus(V) oxide, cumbersome product isolation procedures. 16 They also use expensive and/or detrimental metal precursors, 14,15,22 toxic catalysts, 11,14 and toxic organic solvents to perform the reaction or purify the product.…”
Section: Introductionmentioning
confidence: 99%
“…They are commonly synthesized through the Knoevenagel condensation followed by Michael addition of carbonyl compounds to 1,3-cyclic diketones employing natural alumina [17], KF/Al 2 O 3 [18], alumina-sulfuric acid [19], Fe 3? -montmorillonite [20], mesoporous silica nanoparticles (MSN) adsorbed HBF 4 [21], silica boronsulfuric acid nanoparticles (SBSANs) [22], HY zeolite [23], SmCl 3 [24], tetrabutylammonium hydrogen sulfate (TBAHS) [25], nano Fe/NaY [26], anchored MnO 2 (P-MnO 2 ) [27], and cerium-impregnated-MCM-41 [28] as catalysts. Although each of these methods has its own benefits, some of them often endure one or more disadvantages.…”
Section: Introductionmentioning
confidence: 99%