Abstract:
An efficient synthesis of 2-amino-1-R-[1,2,4]triazolo[1,5-a]-pyrimidinium or 3-amino-2-R-[1,2,4]triazolo[4,3-a]pyrimidi- nium chloride derivatives by heterocyclization of 3,5-diamino-1-R-1,2,4-triazoles (R=Alk or Ar) with pentane-2,4-diones was developed. The process is promoted by chlorotrimethyl- silane which plays the dual role of carbonyl-activating agent and water scavenger.
Citation:
A. V. Astakhov, K. Yu. Suponitsky, V. M. Chernyshev, “Chlorotrimethylsilane-promoted synthesis of 1,2,4-triazolopyrimidines from 3,5-diamino-1,2,4-triazoles and pentane-2,4-diones”, Mendeleev Commun., 28:4 (2018), 439–441
Linking options:
https://www.mathnet.ru/eng/mendc1794
https://www.mathnet.ru/eng/mendc/v28/i4/p439
This publication is cited in the following 9 articles:
Andrey Yu. Chernenko, Victoria A. Baydikova, Vadim V. Kutyrev, Alexander V. Astakhov, Mikhail E. Minyaev, Victor M. Chernyshev, Valentine P. Ananikov, “Base‐Ionizable Anionic NHC Ligands in Pd‐catalyzed Reactions of Aryl Chlorides”, ChemCatChem, 16:5 (2024)
A. S. Pyatachenko, A. Yu. Chernenko, S. B. Soliev, M. E. Minyaev, V. M. Chernyshev, “Nickel(ii) complexes with novel nitron-type NHC ligands: synthesis and catalytic activity in the Suzuki–Miyaura coupling of aryl chlorides”, Mendeleev Commun., 34:1 (2024), 39–42
Achraf Hibot, Asmaa Oumessaoud, Abderrafia Hafid, Mostafa Khouili, Maria Dolors Pujol, “Different Synthetic Methods for the Preparation of Triazolopyrimidines and their Biological Profile”, ChemistrySelect, 8:23 (2023)
Andrei Corbu, Comprehensive Heterocyclic Chemistry IV, 2022, 724
Lyudmila I. Larina, Advances in Heterocyclic Chemistry, 133, 2021, 1
Yu. A. Kovygin, D. Yu. Vandyshev, I. V. Ledenyova, E. A. Kosheleva, V. A. Polikarchuk, O. A. Kozaderov, Kh. S. Shikhaliev, “Efficient synthesis of (5-oxo-6,7-dihydro-4H-[1,2,4]triazolo-[1,5-a]pyrimidin-6-yl)acetanilides based on the recyclization of N-arylitaconimides with 3-amino[1,2,4]triazoles”, Russ Chem Bull, 70:3 (2021), 520
Sedigheh Akrami, Bahador Karami, Mahnaz Farahi, “A new and green approach for regiospecific synthesis of novel chromeno‐triazolopyrimidin using tungstic acid immobilized MCM‐41 as a reusable catalyst”, Journal of Heterocyclic Chem, 57:6 (2020), 2446
M. A. Prezent, S. V. Baranin, Yu. N. Bubnov, “A convenient synthesis of new (1,2,4-triazolylamino)pyrimidines from cyanamide precursor”, Mendeleev Commun., 30:4 (2020), 500–501
A. A. Nazarova, K. N. Sedenkova, D. A. Vasilenko, Yu. K. Grishin, T. S. Kuznetsova, E. B. Averina, “4-Azidotetrahydroquinazoline derivatives in CuAAC reaction”, Mendeleev Commun., 30:6 (2020), 714–716
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