Supporting Information
Supporting Information File 1: Full experimental procedures, emission spectra, DSC data, and copies of 1H and 13C NMR spectra. | ||
Format: PDF | Size: 5.3 MB | Download |
Cite the Following Article
Synthesis and fluorescent properties of N(9)-alkylated 2-amino-6-triazolylpurines and 7-deazapurines
Andrejs Šišuļins, Jonas Bucevičius, Yu-Ting Tseng, Irina Novosjolova, Kaspars Traskovskis, Ērika Bizdēna, Huan-Tsung Chang, Sigitas Tumkevičius and Māris Turks
Beilstein J. Org. Chem. 2019, 15, 474–489.
https://doi.org/10.3762/bjoc.15.41
How to Cite
Šišuļins, A.; Bucevičius, J.; Tseng, Y.-T.; Novosjolova, I.; Traskovskis, K.; Bizdēna, Ē.; Chang, H.-T.; Tumkevičius, S.; Turks, M. Beilstein J. Org. Chem. 2019, 15, 474–489. doi:10.3762/bjoc.15.41
Download Citation
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window
below.
Citation data in RIS format can be imported by all major citation management software, including EndNote,
ProCite, RefWorks, and Zotero.
Presentation Graphic
Picture with graphical abstract, title and authors for social media postings and presentations. | ||
Format: PNG | Size: 801.0 KB | Download |
Citations to This Article
Up to 20 of the most recent references are displayed here.
Scholarly Works
- Burcevs, A.; Turks, M.; Novosjolova, I. Synthesis of Pyridinium Moiety Containing Triazolyl Purines. Molbank 2024, 2024, M1855. doi:10.3390/m1855
- Ritere, A.; Jeminejs, A.; Bizde Na, E. R.; Turks, M. R.; Novosjolova, I. Synthesis of 6-Selanyl-2-triazolylpurine Derivatives Using 2,6-Bistriazolylpurines as Starting Materials. ACS omega 2024, 9, 6366–6380. doi:10.1021/acsomega.3c04994
- Burcevs, A.; Sebris, A.; Traskovskis, K.; Chu, H.-W.; Chang, H.-T.; Jovaišaitė, J.; Juršėnas, S.; Turks, M.; Novosjolova, I. Synthesis of Fluorescent C-C Bonded Triazole-Purine Conjugates. Journal of fluorescence 2023, 34, 1091–1097. doi:10.1007/s10895-023-03337-6
- Leškovskis, K.; Mishnev, A.; Novosjolova, I.; Krumm, B.; Klapötke, T. M.; Turks, M. 2,4,6,8-Tetraazidopyrimido[5,4-d]pyrimidine: a novel energetic binary compound. CrystEngComm 2023, 25, 3866–3869. doi:10.1039/d3ce00563a
- Crampton, M. R. doi:10.1002/9781119608288.ch5a
- Leškovskis, K.; Mishnev, A.; Novosjolova, I.; Turks, M. Structural study of azide-tetrazole equilibrium in pyrido[2,3-d]pyrimidines. Journal of Molecular Structure 2022, 1269, 133784. doi:10.1016/j.molstruc.2022.133784
- Leškovskis, K.; Mishnev, A.; Novosjolova, I.; Turks, M. SnAr Reactions of 2,4-Diazidopyrido[3,2-d]pyrimidine and Azide-Tetrazole Equilibrium Studies of the Obtained 5-Substituted Tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines. Molecules (Basel, Switzerland) 2022, 27, 7675. doi:10.3390/molecules27227675
- Bakulev, V. A.; Shafran, Y. M.; Beliaev, N. A.; Beryozkina, T. V.; Volkova, N. N.; Joy, M. N.; Fan, Z. Heterocyclic azides: advances in their chemistry. Russian Chemical Reviews 2022, 91, RCR5042. doi:10.1070/rcr5042
- Sebris, A.; Novosjolova, I.; Traskovskis, K.; Kokars, V.; Tetervenoka, N.; Vembris, A.; Turks, M. R. Photophysical and Electrical Properties of Highly Luminescent 2/6-Triazolyl-Substituted Push-Pull Purines. ACS omega 2022, 7, 5242–5253. doi:10.1021/acsomega.1c06359
- Sebris, A.; Traskovskis, K.; Novosjolova, I.; Turks, M. Synthesis and Photophysical Properties of Purine-Phenoxazine and Purine-Phenothiazine Conjugates. Key Engineering Materials 2021, 903, 155–161. doi:10.4028/www.scientific.net/kem.903.155
- Jeminejs, A.; Novosjolova, I.; Bizdēna, Ē.; Turks, M. Nucleophile-nucleofuge duality of azide and arylthiolate groups in the synthesis of quinazoline and tetrazoloquinazoline derivatives. Organic & biomolecular chemistry 2021, 19, 7706–7723. doi:10.1039/d1ob01315g
- Manning, T. W.; Van Riesen, A. J.; Manderville, R. A. Screening Internal Donor-Acceptor Biaryl Nucleobase Surrogates for Turn-On Fluorescence Affords an Aniline-Carboxythiophene Probe for Protein Detection by G-Quadruplex DNA. Bioconjugate chemistry 2021, 32, 1791–1801. doi:10.1021/acs.bioconjchem.1c00270
- Efremova, M. M.; Govdi, A. I.; Frolova, V. V.; Rumyantsev, A. M.; Balova, I. A. Design and Synthesis of New 5-aryl-4-Arylethynyl-1H-1,2,3-triazoles with Valuable Photophysical and Biological Properties. Molecules (Basel, Switzerland) 2021, 26, 2801. doi:10.3390/molecules26092801
- Cīrule, D.; Novosjolova, I.; Bizdēna, Ē.; Turks, M. 1,2,3-Triazoles as leaving groups: SNAr reactions of 2,6-bistriazolylpurines with O- and C-nucleophiles. Beilstein journal of organic chemistry 2021, 17, 410–419. doi:10.3762/bjoc.17.37
- Kriķis, K.-Ē.; Novosjolova, I.; Mishnev, A.; Turks, M. 1,2,3-Triazoles as leaving groups in SNAr-Arbuzov reactions: synthesis of C6-phosphonated purine derivatives. Beilstein journal of organic chemistry 2021, 17, 193–202. doi:10.3762/bjoc.17.19
- Hiebel, M.-A.; Suzenet, F. Triazines, tetrazines, and fused ring polyaza systems. Progress in Heterocyclic Chemistry; Elsevier, 2021; pp 467–499. doi:10.1016/b978-0-323-89812-6.00014-6
- Jovaisaite, J.; Cīrule, D.; Jeminejs, A.; Novosjolova, I.; Turks, M.; Baronas, P.; Komskis, R.; Tumkevicius, S.; Jonusauskas, G.; Jursenas, S. Proof of principle of a purine D–A–D′ ligand based ratiometric chemical sensor harnessing complexation induced intermolecular PET. Physical chemistry chemical physics : PCCP 2020, 22, 26502–26508. doi:10.1039/d0cp04091f
- Nazarova, A. A.; Sedenkova, K. N.; Vasilenko, D. A.; Grishin, Y. K.; Kuznetsova, T. S.; Averina, E. B. 4-Azidotetrahydroquinazoline derivatives in CuAAC reaction. Mendeleev Communications 2020, 30, 714–716. doi:10.1016/j.mencom.2020.11.008
- Zaķis, J. M.; Ozols, K.; Novosjolova, I.; Vilšķe̅rsts, R.; Mishnev, A.; Turks, M. Sulfonyl Group Dance: A Tool for the Synthesis of 6-Azido-2-sulfonylpurine Derivatives. The Journal of organic chemistry 2020, 85, 4753–4771. doi:10.1021/acs.joc.9b03518
- Hiebel, M.-A.; Suzenet, F. Triazines, Tetrazines, and Fused Ring Polyaza Systems. 2019; Vol. 31, pp 467–499.
Patents
- LIU LIFENG; ZHAO ZHIMING; XU FENG; WANG HAILONG; XI BAOXIN; TONG ZHONGAN; GUAN HUIPING. Substituted pyrimidine or pyridine amine derivative, composition thereof, and medical use thereof. AU 2021239135 B2, May 2, 2024.
- 劉力鋒; 趙志明; 許峰; 王海龍; 席宝信; 童忠安; 關慧平. 置換ピリミジンまたはピリジルアミン誘導体、その組成物及び医薬的使用. JP 2023518774 A, May 8, 2023.
- LIU LIFENG; ZHAO ZHIMING; XU FENG; WANG HAILONG; XI BAOXIN; TONG ZHONGAN. SUBSTITUTED PYRIMIDINE OR PYRIDINE AMINE DERIVATIVE, COMPOSITION THEREOF, AND MEDICAL USE THEREOF. WO 2021185256 A1, Sept 23, 2021.