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

作者：Lim Felicia Phei Lin; Halcovitch Nathan R; Tiekink Edward R T; Dolzhenko Anton V^*

来源：Tetrahedron, 2018, 74(15): 1868-1879.

DOI：10.1016/j.tet.2018.02.054

• Pyrazole
• Triazine
• Purine isostere
• Pyrazolo[1,5-a][1,3,5]triazine
• Multicomponent reaction
• Dynamic NMR spectroscopy

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.

• 出版日期2018-4-12