Novel Biomass Derived from Grape Pomace Waste as an Efficient Nanocatalyst for the Synthesis of Dibenzoxanthene, Tetraketone, bis(indolyl)alkane and Chromene Derivatives and their Antimicrobial Evaluation

(E-pub Ahead of Print)

Author(s): Fatemeh Ghorbani, Seied Ali Pourmousavi*, Hamzeh Kiyani

Journal Name: Current Organic Synthesis

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Abstract:

Background: Sulfonated carbon-based solid acids (CBSAs) has been reported to be an efficient solid acid catalyst for many acid-catalyzed reactions. On the other hand, the use of carbon obtained from biomass waste has been explored, these material show the higher catalytic performance and higher stability versus other solid acids.

Objective: In order to synthesis a biomass carbon-based solid acids nanoparticle with high catalytic activity in organic transformation, Grape pomace waste-SO3H Nano particles (GPW-SO3H NPs) were successfully synthesized.

Materials and Method: Grape pomace waste-SO3H Nano particles (GPW-SO3H NPs) were successfully synthesized. The Grape Pomace waste dried in an oven at 70 ° C and was crushing to powder by an electric spice grinder. A mixture of powdered grapes juice waste (1 g) and concentrated sulfuric acid (>98%, 10 mL) were mixed and stirred at room temperature, Then the resultant mixture was transferred into a 100 mL sealed Teflon-lined autoclave and kept at 180 °C for 12 h. After cooling to room temperature, the resulting black solid was dried at 100 °C in an oven under vacuum, the sulfonic acid-functionalized magnetic nanoparticle (Fe3O4@C-SO3H) was obtained.

Results: The catalytic activity of GPW-SO3H, an easy and rapid protocol has been developed for the one-pot synthesis of 14-aryl-14-H-dibenzo [a,j]xanthene, arylmethylene [bis(3-hydroxy-2-cyclohexene-1-one)], bis(indolyl)alkane and 2- amino-4-aryl-7-hydroxy-4H-chromene-3-carbonitrile derivatives in excellent yields. Using waste material for the synthesis of catalyst, high yields, mild reaction conditions, uncomplicated work-up procedure, neutral conditions, recoverable catalyst are the advantages of this method.

Conclusion: We have shown that biomass -derived solid acids, prepared from Grape pomace waste as a novel carbonbased solid acid nanocatalyst, is non-toxic, inexpensive and promising eco-friendly catalyst in the organic transformations.

Keywords: Carbon-based solid acid, Grape pomace waste, dibenzoxanthene, tetraketone, Bis(indolyl)alkane, chromene

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Article Details

(E-pub Ahead of Print)
DOI: 10.2174/1570179417666200409144600
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