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Issue 10, 2015
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Organocatalysis by p-sulfonic acid calix[4]arene: a convenient and efficient route to 2,3-dihydroquinazolin-4(1H)-ones in water

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Abstract

An efficient and eco-friendly method is reported for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones from the direct cyclocondensation of anthranilamide with aldehydes using p-sulfonic acid calix[4]arene (p-SAC) as a recyclable organocatalyst in excellent yields in water at room temperature. The catalyst was reusable without significant loss of catalytic efficiency. Operational simplicity, the compatibility with various functional groups, non-chromatographic purification technique, high yields and mild reaction conditions are the notable advantages of this procedure. Large scale reaction demonstrated the practical applicability of this methodology.

Graphical abstract: Organocatalysis by p-sulfonic acid calix[4]arene: a convenient and efficient route to 2,3-dihydroquinazolin-4(1H)-ones in water

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Article information


Submitted
20 Nov 2014
Accepted
22 Dec 2014
First published
22 Dec 2014

RSC Adv., 2015,5, 7755-7760
Article type
Paper
Author version available

Organocatalysis by p-sulfonic acid calix[4]arene: a convenient and efficient route to 2,3-dihydroquinazolin-4(1H)-ones in water

M. Rahman, I. Ling, N. Abdullah, R. Hashim and A. Hajra, RSC Adv., 2015, 5, 7755
DOI: 10.1039/C4RA16374E

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