Muhammad Syafiq, S and Ahmad Junaid, and Tiekink, Edward R. T. * and Dolzhenko, Anton V (2021) A New one-pot three-component synthesis of 4-Aryl-6-cycloamino-1,3,5-triazin-2-amines under microwave irradiation. Synthesis, 53 (14). pp. 2457-2468. ISSN 0039-7881
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Tiekink New one pot Accepted version.pdf - Accepted Version Available under License Creative Commons Attribution Non-commercial. Download (4MB) | Preview |
Abstract
A new method for the fast synthesis of diverse 4-aryl-6-cycloamino-1,3,5-triazin-2-amines was developed. The synthesis is performed under microwave irradiation in a one-pot manner from cyanoguanidine, aromatic aldehydes, and cyclic amines. Their three-component reaction in the presence of hydrochloric acid produced dihydrotriazines, which were then converted (without isolation) to the targeted compounds via aromatic dehydrogenation in the presence of alkali. The reaction tolerated various aromatic aldehydes (including heterocyclic) and cyclic amines. Crystal structures of two representative 4-aryl-6-morpholino-1,3,5-triazin-2-amines were established by X-ray crystallography. The results of preliminary biological screening identified potent antileukemic activity for 6-(3,4-dihydroisoquinolin-2(1<i>H</i>)-yl)-4-phenyl-1,3,5-triazin-2-amine.
| Item Type: | Article |
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| Additional Information: | This work is supported by the Ministry of Higher Education, Malaysia under Fundamental Research Grant Scheme (Grant no. FRGS/1/2020/STG04/MUSM/02/2). |
| Uncontrolled Keywords: | Triazines; multicomponent reactions; microwave-assisted synthesis; dehydrogenative aromatization; antiproliferative activity |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Others > Non Sunway Academics Sunway University > School of Medical and Life Sciences [formerly School of Healthcare and Medical Sciences until 2020] > Sunway Biofunctional Molecules Discovery Centre [formerly Research Centre for Crystalline Materials until 2023] |
| Depositing User: | Dr Janaki Sinnasamy |
| Related URLs: | |
| Date Deposited: | 30 Jul 2021 09:27 |
| Last Modified: | 30 Jul 2021 09:49 |
| URI: | http://eprints.sunway.edu.my/id/eprint/1797 |
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