2011
DOI: 10.3762/bjoc.7.9
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Surfactant catalyzed convenient and greener synthesis of tetrahydrobenzo[a]xanthene-11-ones at ambient temperature

Abstract: SummaryAn efficient and greener protocol for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one using tetradecyltrimethylammonium bromide (TTAB) at room temperature in water is described.

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Cited by 52 publications
(23 citation statements)
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References 32 publications
(28 reference statements)
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“…The solid product was purified by recrystallization from EtOH to afford the pure product. All compounds are known and their physical and spectroscopic data were in good agreement with those of authentic samples [10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] .…”
Section: Methodsmentioning
confidence: 73%
“…The solid product was purified by recrystallization from EtOH to afford the pure product. All compounds are known and their physical and spectroscopic data were in good agreement with those of authentic samples [10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] .…”
Section: Methodsmentioning
confidence: 73%
“…Surfactants contain both hydrophobic groups (their lypophilic tails called micelles) and hydrophobic groups (their heads). A large volume of literature is available on the use of surfactants as cosolvents for carrying out a variety of reactions in aqueous media [37][38][39][40][41][42][43][44]. The surfactants (cationic, anionic and neutral) form micelles in protic sovents especially in water.…”
Section: Resultsmentioning
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%