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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 9
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Original Articles

Sulfonic acid–functionalized magnetic Fe3-xTixO4 nanoparticles: New recyclable heterogeneous catalyst for one-pot synthesis of tetrahydrobenzo[b]pyrans and dihydropyrano[2,3-c]pyrazole derivatives

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Pages 745-758 | Received 11 Jan 2016, Published online: 13 May 2016
 

ABSTRACT

In this work, titanomagnetite nanoparticles (Fe3-xTixO4) have been used as a novel suppport for the synthesis of a magnetic acidic catalyst. These nanoparticles were functionalized with sulfonic acid groups to prepare the Fe3-xTixO4@SO3H nanoparticles. The synthesized acidic nanoparticles have been explored as new and efficient recyclable heterogeneous catalyst for a one-pot, three-component synthesis of tetrahydrobenzo[b]pyrans known as 4H-chromenes and 1,4-dihydropyrano[2,3-c]pyrazoles. The structure of the catalyst was established by infrared, energy dispersive x-ray (EDX), and scanning electron microscopy analyses. The reactions proceed smoothly to furnish the respective products in excellent yields and short reaction times. The facile reaction conditions, easy isolation of the products, versatility, and easy magnetic separation and reusability of the catalyst with no significant loss of activity are the main merits of the present method.

GRAPHICAL ABSTRACT

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