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

Preview

Text Tiekink A synthetis of new 7 amino substituted Tetrahedron 2019 75 2322.pdf - Published Version Available under License Creative Commons Attribution Non-commercial No Derivatives. Download (651kB) | Preview

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.

Actions (login required)

View Item