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Krasnov K.A.,Federal Medical Biological Agency | Kartsev V.G.,InterBioScreen Ltd. | Khrustalev V.N.,RAS Nesmeyanov Institute of Organoelement Compounds
Tetrahedron | Year: 2010

Knoevenagel products formed by the condensation of N-monoalkyl barbituric acids with o-tert-amino benzaldehydes undergo tert-amino effect reactions (T-reactions) yielding 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3′- (1′,2′,3′,4′-tetrahydroquinoline) derivatives as a mixture of (S*,S*)- and (S*,R*)-diastereomers. Mostly, the major diastereomer has the S*,S*-configuration. According to X-ray diffraction data in the solid form and NOE data in solution, diastereoselectivity of the T-reactions can be associated with the structure of the Knoevenagel products whose conformation is fixed by the strong intramolecular C-H⋯π interaction. © 2010 Elsevier Ltd. All rights reserved.


Suzdalev K.F.,Southern Federal University | Babakova M.N.,Southern Federal University | Kartsev V.G.,InterBioScreen Ltd. | Krasnov K.A.,Institute of Toxicology FMBA of Russia
Heterocycles | Year: 2015

New indolin-2-one derivatives, containing in its molecules eight-membered pseudo-cycle with unusually short intramolecular hydrogen bond in OHO-bridge have been synthesized by reaction of 2-chloro-1-alkyl-1H-indole-3-carbaldehyde with barbituric acids or 5-methyl-2-phenyl-2,4-dihydropyrazol-3-one. Under the action of amines they undergo fragmentation to 5-aminomethylenebarbituric acids or 4-aminomethylenepyrazolones and 1-alkyl-1,3-dihydroindol-2-ones. © 2015 The Japan Institute of Heterocyclic Chemistry


Kartsev V.G.,InterBioScreen Ltd. | Zubenko A.A.,North Caucasian Zonal Research Veterinary Institute | Morkovnik A.S.,Southern Federal University | Divaeva L.N.,Southern Federal University
Tetrahedron Letters | Year: 2015

A new, one-pot approach to 4-acyl-1,2-dihydro-3-benzazepines has been proposed proceeding via a six- to seven-membered heterocyclic ring expansion under the action of α-haloketones. © 2015 Elsevier Ltd. All rights reserved.


Baranov D.S.,RAS Institute of Chemical Kinetics and Combustion | Ryabichev A.A.,RAS Institute of Chemical Kinetics and Combustion | Mamatyuk V.I.,RAS Institute of Organic Chemistry | Gatilov Y.V.,RAS Institute of Organic Chemistry | And 2 more authors.
Mendeleev Communications | Year: 2012

Reaction between 2-alkyl-4-arylbut-3-yn-2-ols and guanidine in refluxing pyridine affords 2-amino-5,5-dialkyl-4-arylmethylidene-2-oxazolines. © 2012 Mendeleev Communications. All rights reserved.


Sirakanyan S.N.,Armenian National Academy of Sciences | Kartsev V.G.,InterBioScreen Ltd. | Hovakimyan A.A.,Armenian National Academy of Sciences | Noravyan A.S.,Armenian National Academy of Sciences | Shakhatuni A.A.,Armenian National Academy of Sciences
Chemistry of Heterocyclic Compounds | Year: 2013

A method has been developed for the synthesis of new 8-amino-substituted 5-propyl(isobutyl)-1,2,3,4-tetra-hydropyrimido[4',5':4,5]furo[2,3-c] isoquinolines from 3-oxo derivatives of 5,6,7,8-tetra-hydroisoquinolines. Isomeric triazoles, condensed at the edge [c] of the pyrimidine ring, have been obtained from the 8-hydrazino derivatives. A Dimroth rearrangement was carried out in acidic medium. © 2013 Springer Science+Business Media New York.

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