69625-62-3Relevant academic research and scientific papers
Alkylphosphinites as Synthons for Stabilized Carbocations
Ochmann, Lukas,Kessler, Mika L.,Schreiner, Peter R.
, p. 1460 - 1464 (2022/03/01)
We present a new acid-free method for the generation of carbocations based on a redox condensation reaction that enables SN1 reactions with a variety of nucleophiles. We utilize readily synthesized phosphinites that are activated by diisopropyl azodicarboxylate to form betaine structures that collapse upon adding a pronucleophile, thereby yielding reactive carbocation intermediates. We also employ this approach for the alkylation of some bioactive molecules.
Synthesis of azolyl-substituted adamantane derivatives and their coordination compounds
Pavlov, D. I.,Potapov, A. S.,Sukhikh, T. S.
, p. 1953 - 1964 (2020/11/07)
Reactions of adamantylazoles with nucleophiles (water, carbon monoxide, acetonitrile) in sulfuric acid were studied. New bifunctional adamantane derivatives containing one heterocyclic substituent and one hydroxyl or acetamide substituent were synthesized. The coordination compounds of copper(II) and zinc(II) with 1-adamantyl-1,2,4-triazole, 4-adamantylpyrazole, and 4-adamantyl-3,5-dimethylpyrazole were synthesized and structurally characterized. These complexes are first examples of coordination compounds of azolyladamantanes.
Solvent-free and direct C(sp3)-H amination of adamantanes by grinding
Wei, Zhen,Li, Jiarong,Wang, Ning,Zhang, Qi,Shi, Daxin,Sun, Kening
supporting information, p. 1395 - 1400 (2014/02/14)
A facile, direct and environmentally benign conversion of C(sp 3)-H bonds to C(sp3)-N bonds using substoichiometric amount of aprotic superelectrophiles polyhalomethane-AlX3 has been achieved by grinding under solvent-free
Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus
Zarubaev, Vladimir V.,Golod, Efim L.,Anfimov, Pavel M.,Shtro, Anna A.,Saraev, Victor V.,Gavrilov, Alexey S.,Logvinov, Alexander V.,Kiselev, Oleg I.
scheme or table, p. 839 - 848 (2010/04/29)
Chemotherapy and chemoprophylaxis of influenza is one of the most important directions of health protection activity. Due to the high rate of drug-resistant strains of influenza virus, there is a need for the search and further development of new potent antivirals against influenza with a broad spectrum of activity. In the present study, a set of di-, tri- and tetrazole derivatives of adamantane was efficiently prepared and their anti-influenza activities evaluated against rimantadine-resistant strain A/Puerto Rico/8/34. In general, derivatives of tetrazole possessed the highest virus-inhibiting activity. We demonstrated that several compounds of this set exhibited much higher activity than the currently used antiviral rimantadine, a compound of related structure. Moreover, we showed that these azolo-adamantanes were significantly less toxic. This study demonstrates that influenza viruses can be inhibited by adamantyl-azoles and thus have potential for developing antiviral agents with an alternate mechanism of action.
Adamantylazoles. Acid-catalyzed adamantylation of 1,2,4-triazoles
Saraev,Kanakina,Pevzner,Golod,Ugrak,Kachala
, p. 928 - 936 (2007/10/03)
The reaction of 1-adamantanol with 1,2,4-triazole in sulfuric acid forms 1-adamantyl derivatives. In boiling chloroform containing traces of sulfuric acid, a mixture of isomeric N-adamantyl-1,2,4-triazoles is obtained. It is shown that 1-adamantyl carbocation is formed at a sulfuric acid concentration above 70%. 1997 Plenum Publishing Corporation.
Synthesis and in vitro antiviral activity of some N-adamantylazoles and benzazoles
Gonzalez,Alarcon,Cabildo,et al.
, p. 359 - 362 (2007/10/02)
Some new N-adamantyl derivatives of five-membered and benzo fused five-membered π-excessive heteroaromatic compounds were synthesized and tested as antiviral agents against Semliki Forest Virus (SFV). The 2-(1-adamantyl)-1,2,3,4-tetrazole derivative was as active as and significantly less toxic than amantadine itself.
