A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation
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 pr...
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| Format: | Article |
| Language: | English |
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Elsevier
2019
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| Online Access: | http://eprints.sunway.edu.my/1022/ http://eprints.sunway.edu.my/1022/1/Tiekink%20A%20synthetis%20of%20new%207%20amino%20substituted%20Tetrahedron%202019%2075%202322.pdf |
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| author | Lim, Felicia Phei Lin Luna, Giuseppe Tan, Khai Ching Tiekink, Edward R. T. * Dolzhenko, Anton V |
| author_facet | Lim, Felicia Phei Lin Luna, Giuseppe Tan, Khai Ching Tiekink, Edward R. T. * Dolzhenko, Anton V |
| author_sort | Lim, Felicia Phei Lin |
| building | SU Institutional Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-14T21:15:29Z |
| format | Article |
| id | sunway-1022 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:15:29Z |
| publishDate | 2019 |
| publisher | Elsevier |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-10222020-10-07T08:42:33Z http://eprints.sunway.edu.my/1022/ 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 Luna, Giuseppe Tan, Khai Ching Tiekink, Edward R. T. * Dolzhenko, Anton V QD Chemistry 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. Elsevier 2019-04-11 Article PeerReviewed text en cc_by_nc_nd_4 http://eprints.sunway.edu.my/1022/1/Tiekink%20A%20synthetis%20of%20new%207%20amino%20substituted%20Tetrahedron%202019%2075%202322.pdf 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 http://doi.org/10.1016/j.tet.2019.03.002 doi:10.1016/j.tet.2019.03.002 |
| spellingShingle | QD Chemistry Lim, Felicia Phei Lin Luna, Giuseppe Tan, Khai Ching Tiekink, Edward R. T. * Dolzhenko, Anton V A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title | A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title_full | A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title_fullStr | A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title_full_unstemmed | A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title_short | A synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| title_sort | synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/1022/ http://eprints.sunway.edu.my/1022/ http://eprints.sunway.edu.my/1022/ http://eprints.sunway.edu.my/1022/1/Tiekink%20A%20synthetis%20of%20new%207%20amino%20substituted%20Tetrahedron%202019%2075%202322.pdf |