Browsing by Author "Zyryanov, G.V."

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A PASE Approach towards (Adamantyl-1)-, Alkyl- and (Het)Aryl-Substituted [1, 2,4]triazolo[1, 5-d][1, 2,4]triazines: A Sequence of Two Solvent-Free Reactions Bearing Lower E-Factors
(Wiley-Blackwell, 2018) Krinochkin, A.P; Kopchuk, D.S; Giri K.; Shtaitz, Y.K.; Starnovskaya, E.S.; Khalymbadzha, I.A; Drokin, R.A; Ulomsky, E.N.; Santra, S.; Zyryanov, G.V.; Rusinov, V.L.; Chupakhin, O.N.
A Pot, Atom, Step Economic (PASE) approach is reported towards [1, 2,4]triazolo[1, 5-d][1, 2,4]triazines, substituted with the azole ring with pharmacophore residues, such as 1-adamantyl or 2-furanyl moieties, naproxen residues, as well aliphatic and (het)aromatic substituents, starting from easily available 1,2,4-triazine-5-carbonitriles and carboxylic acids hydrazides. This approach involves a sequence of two solvent-free reactions accompanied by the Dimroth rearrangement on the last step. The structures of the final Dimroth rearrangement products were confirmed based on the DFT studies as well as the single crystal X-ray analysis for the admantane-substituted product. In addition, this method possesses lower E-factors.
Solvent-free synthesis of (poly)thiacalix[n]arenes: The evaluation of possible mechanism based on semi-preparative HPLC separation and mass-spectrometric investigation of the reaction products
(Arkat, 2017) Kovalev, I.S.; Rahman, M.; Sadieva, L.K.; Pavlyuk, D.E.; Giri, K.; Santra, S.; Kopchuk, D.S.; Zyryanov, G.V.; Majee, A.; Chupakhin, O.N.; Charushin, V.N.
The interaction between p-tert-butylphenol and elemental sulfur (S8) in alkaline condition in absence of solvent at 150-170 ?C have been studied. (Poly)thiacalix[n]arenes with the phenol units connected by bi- and trisulfide bridges have been detected and characterized based on the MS data. (Figure Presented). ?ARKAT USA, Inc.
Studies on the interactions of 5-R-3-(2-pyridyl)-1,2,4-triazines with arynes: inverse demand aza-Diels-Alder reaction versus aryne-mediated domino process
(Royal Society of Chemistry, 2018) Kopchuk, D.S.; Nikonov, I.L.; Khasanov, A.F.; Giri, Koushiki.; Santra, S.; Kovalev, I.S.; Nosova, E.V.; Gundala, S.; Venkatapuram, P.; Zyryanov, G.V.; Majee, A.; Chupakhin, O.N.
The interactions between substituted 5-R-3-(pyridyl-2)-1,2,4-triazines with in situ generated substituted aryne intermediates have been studied. The reaction afforded either inverse demand (ID) aza-Diels-Alder products or 1,2,4-triazine ring rearrangement (domino) products as major ones depending on the nature of both the substituents at the C5 position of the 1,2,4-triazine core or in the aryne moiety. The structures of the key products were confirmed based on X-ray data. Based on the density functional theoretical (DFT) studies of the Diels-Alder transition state geometries, the influence of the nature of arynes on the direction of the 1,2,4-triazine transformation has been proposed.