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...
Saved in:
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Elsevier
2019
|
Subjects: | |
Online Access: | http://eprints.sunway.edu.my/1022/1/Tiekink%20A%20synthetis%20of%20new%207%20amino%20substituted%20Tetrahedron%202019%2075%202322.pdf http://eprints.sunway.edu.my/1022/ http://doi.org/10.1016/j.tet.2019.03.002 |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
Institution: | Sunway University |
Language: | English |
id |
my.sunway.eprints.1022 |
---|---|
record_format |
eprints |
spelling |
my.sunway.eprints.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 |
institution |
Sunway University |
building |
Sunway Campus Library |
collection |
Institutional Repository |
continent |
Asia |
country |
Malaysia |
content_provider |
Sunway University |
content_source |
Sunway Institutional Repository |
url_provider |
http://eprints.sunway.edu.my/ |
language |
English |
topic |
QD Chemistry |
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 |
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. |
format |
Article |
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 |
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_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_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_sort |
synthesis of new 7-amino-substituted 4-aminopyrazolo[1,5-a][1,3,5]triazines via a selective three-component triazine ring annulation |
publisher |
Elsevier |
publishDate |
2019 |
url |
http://eprints.sunway.edu.my/1022/1/Tiekink%20A%20synthetis%20of%20new%207%20amino%20substituted%20Tetrahedron%202019%2075%202322.pdf http://eprints.sunway.edu.my/1022/ http://doi.org/10.1016/j.tet.2019.03.002 |
_version_ |
1680323404809371648 |