Abstract
Background: Ag-TiO2 nanoparticles catalyzed synthesis of 12-aryl-8,9,10,12- tetrahydrobenzo[a]-xanthen-11-ones have been enhanced via a three-component one-pot reaction betweenβ-naphthol, several aldehydes and dimedone in H2O at room temperature. Xanthenes are essential intermediates in chemistry owing to their vast difference in biological activity.
Methods: This process offered significant advantages containing appropriate cost efficiency, low amount of the catalyst, application of low-cost available Ag-TiO2 nanoparticles catalyst, purification of the product by non-chromatographic method, easy process, good atom economy, simple isolation and reusability of nanocatalyst.
Results: Ag-TiO2 nanoparticles catalyst shows easy access to Xanthenes with appropriate yields in short reaction time and purity. This nanoparticles catalyst was recycled and recovered by easy filtration and was reused up to five times with only an unimportant loss in its catalytic efficacy.
Conclusion: This method achieves to have a numerous scope relating to the difference in the aldehydes. Correspondingly, the attractiveness of this research was that H2O was the only by-product.
Keywords: Ag-TiO2 nanoparticles, aqueous medium, 12-Aryl-8, 9, 10, 12-tetrahydrobenzo[a]-xanthen-11-ones, threecomponent reaction, temperature, synthesis.
Graphical Abstract
[http://dx.doi.org/10.1038/s41598-019-53001-y] [PMID: 31712585]
[http://dx.doi.org/10.1016/j.apsusc.2015.08.161]
[http://dx.doi.org/10.1016/j.apsusc.2017.10.194]
[http://dx.doi.org/10.1016/S1872-2067(18)63166-3]
[http://dx.doi.org/10.1021/j100264a012]
[http://dx.doi.org/10.1021/jp970833k]
[http://dx.doi.org/10.1016/j.psep.2018.09.015]
[http://dx.doi.org/10.1016/j.jtice.2013.07.007]
[http://dx.doi.org/10.1016/j.jpcs.2011.07.025]
[http://dx.doi.org/10.30931/jetas.281381]
[http://dx.doi.org/10.1080/17458080.2011.597435]
[http://dx.doi.org/10.1002/1521-3773(20000915)39:18<3168:AID-ANIE3168>3.0.CO;2-U] [PMID: 11028061]
[http://dx.doi.org/10.1016/0309-1651(90)90015-Q] [PMID: 1964628]
[http://dx.doi.org/10.1016/j.farmac.2004.07.001] [PMID: 15474058]
[http://dx.doi.org/10.1016/j.ejmech.2014.07.076] [PMID: 25113877]
[http://dx.doi.org/10.1016/j.ejmech.2015.01.006] [PMID: 25686592]
[http://dx.doi.org/10.1016/S0040-4020(03)00240-0]
[http://dx.doi.org/10.1016/j.dyepig.2004.03.010]
[http://dx.doi.org/10.1016/j.cbpa.2004.02.007] [PMID: 15062780]
[http://dx.doi.org/10.1042/bj2580683] [PMID: 2471509]
[http://dx.doi.org/10.1016/S0960-894X(01)00595-9] [PMID: 11677123]
[http://dx.doi.org/10.2298/JSC160803034P]
[http://dx.doi.org/10.1016/j.tetlet.2009.06.029]
[http://dx.doi.org/10.1016/j.dyepig.2006.11.004]
[http://dx.doi.org/10.1016/j.molliq.2013.05.009]
[http://dx.doi.org/10.1016/j.catcom.2012.01.001]
[http://dx.doi.org/10.1016/j.cclet.2014.05.014]
[http://dx.doi.org/10.1016/j.ejmech.2012.10.025] [PMID: 23153816]
[http://dx.doi.org/10.1016/j.crci.2012.12.004]
[http://dx.doi.org/10.1016/S1872-2067(14)60238-2]
[http://dx.doi.org/10.1016/j.tetlet.2008.08.101]
[http://dx.doi.org/10.1139/v11-042]
[http://dx.doi.org/10.1007/s12039-010-0049-0]
[http://dx.doi.org/10.1080/00304948.2010.514802]
[http://dx.doi.org/10.1080/00397911.2011.555048]
[http://dx.doi.org/10.1002/jccs.201000025]
[http://dx.doi.org/10.1016/j.tet.2009.06.024]
[http://dx.doi.org/10.1016/j.dyepig.2005.08.017]
[http://dx.doi.org/10.1055/s-2007-990922]
[http://dx.doi.org/10.1080/00397910903537372]
[http://dx.doi.org/10.1016/j.tetlet.2010.02.149]
[http://dx.doi.org/10.3390/20700100]
[http://dx.doi.org/10.1016/j.tetlet.2008.09.129]
[http://dx.doi.org/10.1007/s00706-009-0204-9]
[http://dx.doi.org/10.1016/j.molstruc.2018.08.091]
[http://dx.doi.org/10.1016/0143-7208(87)85004-0]
[http://dx.doi.org/10.1590/S0103-50532009001000025]
[http://dx.doi.org/10.1155/2012/930251]
[http://dx.doi.org/10.1038/378159a0]
[http://dx.doi.org/10.1016/S0040-4039(98)01649-9]
[http://dx.doi.org/10.1007/s12039-013-0544-1]
[http://dx.doi.org/10.1016/S1872-2067(11)60518-4]
[http://dx.doi.org/10.1016/j.molcata.2015.09.001]
[http://dx.doi.org/10.1039/C5RA06618B]
[http://dx.doi.org/10.1134/S1070427216050219]
[http://dx.doi.org/10.3906/kim-1306-33]
[http://dx.doi.org/10.1080/15685551.2012.747152]