A New Domino Reaction under Microwave Irradiation for the Synthesis of Pyrazolo[5,1- b ]quinazolinones

Ng, Jia Hui and Lim, Felicia Phei Lin and Tiekink, Edward R. T. * and Dolzhenko, Anton V (2023) A New Domino Reaction under Microwave Irradiation for the Synthesis of Pyrazolo[5,1- b ]quinazolinones. Synthesis, 55 (17). pp. 2691-2701. ISSN 0039-7881

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Abstract

Pyrazolo[5,1-b]quinazolinones were synthesized by consecutive pyrazole and quinazolinone ring closures in a new catalyst-free microwave-promoted domino reaction of hydrazine with 2-cyano-3-(methylthio)-3-(2-methoxycarbonylphenylamino)acrylates, which were prepared from methyl anthranilate and 2-cyano-3,3-bis(methylthio)acrylates. When 2-cyano-3,3-bis(methylthio)acrylates reacted directly with anthranilic acid hydrazide, the arylamino group remained intact, while the hydrazide moiety transformed into 1-acylpyrazoles and further to 2-(1,3,4-oxadiazolylidene)-2-cyanoacetates. The structures of representatives from each group of the prepared heterocyclic compounds were examined in detail by X-ray crystallography.

Item Type: Article
Uncontrolled Keywords: pyrazoles; quinazolines; domino reaction; oxadiazolines; anthranilates; microwaves-assisted synthesis;
Subjects: Q Science > QC Physics
Q Science > QD Chemistry
Divisions: Others > Non Sunway Academics
Sunway University > School of Engineering and Technology [formerly School of Science and Technology until 2020] > Research Centre for Crystalline Materials moved to SMLS wef 2021
Depositing User: Ms Yong Yee Chan
Date Deposited: 05 Jul 2024 09:05
Last Modified: 05 Jul 2024 09:05
URI: http://eprints.sunway.edu.my/id/eprint/2741

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