A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation

Lim, Felicia Phei Lin and Luna, Giuseppe and Tan, Khai Ching and Tiekink, Edward R. T. * and Dolzhenko, Anton V (2019) A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation. Tetrahedron, 75 (15). pp. 2322-2329. ISSN 0040-4020

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Official URL: http://doi.org/10.1016/j.tet.2019.03.002

Abstract

3-Amino-substituted 5-aminopyrazoles were found to be suitable substrates for the synthesis of new 4-aminopyrazolo[1,5-a][1,3,5]triazines (5-aza-9-deaza-adenines) when used in the one-pot, three-component reaction with cyanamide and triethyl orthoformate under microwave irradiation. The reaction proceeded selectively and its scope was demonstrated by the preparation of a library of 4-aminopyrazolo[1,5-a][1,3,5]triazines. Some structural aspects of the prepared compounds were investigated using dynamic NMR spectroscopy and X-ray crystallography. The operational simplicity, short reaction time, and good reproducibility are attractive features of the developed robust and practical approach for the synthesis of 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines.

Item Type: Article
Subjects: Q Science > QD Chemistry
Divisions: Sunway University > School of Science and Technology > Research Centre for Crystalline Materials
Others > Non Sunway Academics
Depositing User: Dr Janaki Sinnasamy
Related URLs:
Date Deposited: 12 Apr 2019 07:10
Last Modified: 12 Apr 2019 07:10
URI: http://eprints.sunway.edu.my/id/eprint/1022

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