Regioisomeric oximes and thiosemicarbazones derived from 6-substituted pyridoxines

The selective oxidation of 2- and 4-positioned hydroxymethyl groups of 6-methyl-2,3,4-tris(hydroxymethyl)pyridin-5-ol was developed and the thus obtained aldehydes were converted into their oximes and thiosemicarbazones. © 2012 Mendeleev Communications. All rights reserved

Synthesis and structure of novel substituted N-sulfinylanilines

© 2017, Pleiades Publishing, Ltd. N-Sulfinylanilines derived from 4-bromoaniline, 3-nitroaniline, and 4,4′-di(ethane-1,2-diyl)dianiline were synthesized. X-ray diffraction analysis of 4-bromo-N-sulfinylaniline, 3-nitro-N-sulfinylaniline, and 4,4′-(ethane-1,2-diyl)di-N-sulfinylaniline was performed. The sulfinyl function in the planar conformation of the Ar-NSO fragment was found to have Z configuration. The nature of intra- and intermolecular structure-forming interactions was established

Synthesis of benzothiazine sulfonamides via heteroatomic Diels-Alder reaction of para-fluoro-N-sulfinylaniline with bicyclo[2.2.1]heptenes

© 2016 Pleiades Publishing, Ltd.Reaction of 4-fluoro-N-sulfinylaniline with norbornene and norbornadiene has afforded the Diels-Alder adducts of benzothiazine structure that have been oxidized into the corresponding benzothiazine sulfonamides. Structure of the obtained compounds and stereochemistry of the diene addition and epoxidation of norbornene olefin bonds have established by means of X-ray diffraction method

Synthesis of cyclic sulfonamides by reaction of N-Sulfinyl-3-(trifluoromethyl)aniline with Norbornenes

© Pleiades Publishing, Ltd., 2016.N-Sulfinyl-3-(trifluoromethyl)aniline reacted with bicyclo[2.2.1]hept-2-ene and bicyclo[2.2.1]hepta-2,5-diene to give the corresponding Diels‒Alder adducts which were oxidized to 8-trifluoromethyl2,3,4,4a,6,10b-hexahydro-5λ6-1,4-methanodibenzo[c,e][1,2]thiazine-5,5(1H)-diones. The cycloaddition occurred predominantly with participation of the S=N–C1=C6 fragment of N-sulfinyl-3-(trifluoromethyl)aniline and exclusively at the endo side of bicyclo[2.2.1]heptenes

Acylated benzothiazinesulfoneamides: Synthesis and molecular structure

© 2016, Pleiades Publishing, Ltd.1,2,3,4,4a,10b-Hexahydro-1,4-methano-6H-dibenzo[c,e]-5,6-thiazine-5,5-dioxide has been converted into the corresponding N-acyl derivatives via the reaction with acid chlorides and anhydrides. X-Ray diffraction data have revealed the presence of an intramolecular С–H···O=S hydrogen bond in the molecules of the obtained compounds

Synthesis of Hybrid Pharmacophores Based on Adducts of N-Sulfinylaniline and Norbornadiene

© 2018, Pleiades Publishing, Ltd. Acylation of benzothiazinesulfonamides obtained by the oxidation of N-sulfinylaniline and norbornadiene adducts with acid chlorides and carboxylic anhydrides led to the formation of N-acylated sulfonamide hybrid pharmacophores. Molecular and crystal structure of the acylated products was established by X-ray diffraction method

Betti base in the synthesis of chiral bisphosphorylated thioureas

© 2017, Pleiades Publishing, Ltd. Phosphorylation of a naphthol hydroxy group of thiophosphorylated thiourea obtained by reaction of diethyl thiophosphoryl isothiocyanate with 1-(α-aminobenzyl)-2-naphthol (Betti base) afforded a number of chiral bisphosphorylated thioureas. Molecular structure of the obtained compounds was studied by single crystal X-ray diffraction. The capacity of the studied compounds for dimerization due to the intermolecular N–HS hydrogen bonding was revealed

Crystal structure of new carboxylate phosphabetaines and phosphonium salts conjugated with them

© 2016, Springer Science+Business Media New York.Earlier unknown crystalline forms of three carboxylate phosphabetaines and conjugated with them phosphonium salts differing by β substituent with respect to the carboxylate group were studied. The structure of studied compounds in crystal is determined by intermolecular electrostatic interactions. This leads to the trans arrangement of the carboxylate and the phosphonium groups

Ni(II) complex of bisthiophosphorylated thiourea prepared from the Betti base

© 2017, Pleiades Publishing, Ltd. The interaction between bisthiophosphorylated thiourea with nickel(II) nitrate in the presence of potassium tert-butylate has afforded NiL 2 complex with square-planar configuration of the nickel(II) ion and the 1,3-N,S-coordination of the trans-positioned similar heteroatoms

Diphosphonioiminobornane diperchlorate: Electrosynthesis, crystal structure, and hydrolysis

On of the products of electrochemical phosphorylation of camphene was 2-(C-methyl-C-trialkylphosphonio) methyleneimino-10-trialkylphosphoniomethyl) bornane diperhlorates. A mechanism of their formation was suggested consisting in the rearrangement of the intermediate camphenylphosphonium dication followed by selective addition of acetonitrile and a second trialkylphosphine molecules. The diperhlorate hydrolysis was found to lead to the synthesis of 2-acetamido-10-trialkylphosphoniobornane perchlorates. The 2-(C-methyl-C- tripropylphosphonio)methyleneimino-10-tripropylphosphoniomethyl)bornane and 2-acetamidoyl-10-tripropylphosphoniobornane structures were established by the X-ray diffraction study. © 2013 Pleiades Publishing, Ltd