Lim, Felicia Phei Lin and Halcovitch, Nathan R. and Tiekink, Edward R.T. and Dolzhenko, Anton V. (2018) A new microwave-assisted, three-component reaction of 5-aminopyrazole-4-carboxylates:Selective synthesis of substituted 5-aza-9-deaza-adenines1. Tetrahedron, 74 (15). pp. 1868-1879. ISSN 0040-4020
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Abstract
A series of 5-aza-9-deaza- analogues of purine was effectively prepared using highly selective annulation of 1,3,5-triazine ring onto 5-aminopyrazole-4-carboxylates via a one-pot, multicomponent, microwave-assisted approach. The products were obtained in good yields and high purity. This catalyst-free method was demonstrated to be scalable and highly reproducible in different microwave reactors. Some structural features of the prepared compounds were studied in details using dynamic NMR spectroscopy and X-ray crystallography.