A new microwave-assisted, three-component reaction of 5-aminopyrazole-4-carboxylates: Selective synthesis of substituted 5-aza-9-deaza-adenines

Lim, F.; Halcovitch, N.; Tiekink, E.; Dolzhenko, Anton

doi:10.1016/j.tet.2018.02.054

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Authors

Lim, F.

Halcovitch, N.

Tiekink, E.

Dolzhenko, Anton

Date

2018

Type

Journal Article

Metadata

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Citation

Lim, F. and Halcovitch, N. and Tiekink, E. and Dolzhenko, A. 2018. A new microwave-assisted, three-component reaction of 5-aminopyrazole-4-carboxylates: Selective synthesis of substituted 5-aza-9-deaza-adenines. Tetrahedron. 74 (15): pp. 1868-1879.

Source Title

Tetrahedron

DOI

10.1016/j.tet.2018.02.054

ISSN

0040-4020

School

School of Pharmacy and Biomedical Sciences

URI

http://hdl.handle.net/20.500.11937/68154

Collection

Curtin Research Publications

Abstract

Â© 2018 Elsevier Ltd 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.