The Experts below are selected from a list of 15840 Experts worldwide ranked by ideXlab platform
Oleg A. Rakitin - One of the best experts on this subject based on the ideXlab platform.
-
selective synthesis of bis 1 2 Dithiolo 1 4 thiazines from 4 isopropylamino 5 chloro 1 2 Dithiole 3 ones
Tetrahedron Letters, 2007Co-Authors: Lidia S Konstantinova, Alexander A. Berezin, Kirill A Lysov, Oleg A. RakitinAbstract:Abstract Reaction of 4-isopropylamino-5-chloro-1,2-Dithiole-3-ones 3 and S 2 Cl 2 in acetonitrile gave selectively 3-oxo-bis[1,2]Dithiolo[1,4]thiazine-5-thiones 1 by the addition of triethylamine and bis[1,2]Dithiolo[1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N , N -bis(5-chloro-3-oxo[1,2]Dithiol-4-yl)amines 6 with S 2 Cl 2 in the presence of Et 3 N.
-
synthesis of 5 mercapto 1 2 Dithiole 3 thiones and their transformation into 5 chloro 1 2 Dithiol 3 ones
Russian Chemical Bulletin, 2006Co-Authors: Lidia S Konstantinova, Alexander A. Berezin, Kirill A Lysov, Oleg A. RakitinAbstract:A number of 4-dialkylamino-5-mercapto-1,2-Dithiole-3-thiones were synthesized by reactions of alkyl(diisopropyl)amines with S2Cl2. Their reactions with S2Cl2—DABCO unexpectedly gave 5-chloro-4-dialkylamino-1,2-Dithiol-3-ones.
-
new routes to 1 2 Dithiole 3 thiones and 3 imines
Mendeleev Communications, 2005Co-Authors: V. A. Ogurtsov, Alekseevich Aleksandr Smolentsev, Charles W. Rees, Oleg A. Rakitin, Konstantin A. LyssenkoAbstract:The reaction of readily available 3,4,5-trichloro-1,2-Dithiolium chloride 1 and 4,5-dichloro-1,2-Dithiole-3-thione 2 with o-substituted anilines provides a simple route to 1,2-Dithiole-3-thiones and 3-imines, which can be cyclised to give new, more complex heterocyclic systems such as 1,2-Dithiolo[4,3-b][1,4]benzoxazine of potential value in cancer chemotherapy
-
Synthesis of [1,3]Dithiole and Spiro[1,3]Dithiole Thiopyran Derivatives of the [1,2]Dithiolo[1,4]thiazine Ring System
Journal of Organic Chemistry, 2002Co-Authors: Susana Barriga, Pedro Fuertes, Carlos F. Marcos, Oleg A. Rakitin, Tomas TorrobaAbstract:We report the synthesis of some new polysulfur−nitrogen heterocycles by cycloaddition reactions to readily available tricyclic condensed 1,2-Dithiole-3-thiones. Thus, treatment of bis[1,2]Dithiolopyrrole ketothione 1 with diacyl acetylenes gave the bis-aducts 2a−d. On the other hand, cycloaddition of bis[1,2]Dithiolo[1,4]thiazine ketothione 3 with 1 equiv of acyl or diacyl acetylenes gave [1,3]Dithiolylidenyl[1,2]Dithiolo[1,4]thiazines 4a−f in fair to high yields. Catalysis by scandium triflate was used in the reactions that implied the less reactive dipolarophiles. Treatment of 3 with 2 equiv of DBA gave the bis-aduct 5a, and reaction of 4c with DMAD gave the mixed bis-adduct 5b. Cyclic voltammetry of selected examples showed irreversible processes that were influenced by the electrochemical activity of peripheral groups bonded to the heterocyclic system.
-
Synthesis of Thiadiazole, Dithietane, and Imine Derivatives of the [1,2]Dithiolo[1,4]thiazine Ring System
Journal of Organic Chemistry, 2001Co-Authors: Susana Barriga, Pedro Fuertes, Carlos F. Marcos, Daniel Miguel, Charles W. Rees, Oleg A. Rakitin, Tomas TorrobaAbstract:We report the synthesis of some new polysulfur−nitrogen heterocyclics by cycloaddition reactions to the thioketo group of readily available tricyclic 1,2-Dithiole-3-thiones. Thus treatment of bis[1,2]Dithiolo[1,4]thiazine ketothione 1 with diaryl nitrile imines generated from hydrazonoyl chlorides 2a−g gave [1,3,4]thiadiazolylidenyl[1,2]Dithiolo[1,4]thiazines 4a−g in high yield. Compounds 4a−f, bearing the same substituents in both aryl groups, were stable but the analogous 4g,h with a p-nitrophenyl group on carbon gave the bis[1,2]Dithiolo[1,4]thiazine dione 9, probably by cycloreversion and hydrolysis during chromatography. Treatment of 1, the bis[1,2]Dithiolopyrrole ketothione 13, and dithione 12 with ethoxycarbonyl azide 11 gave imines 12 and 15 and bisimine 16, respectively, by an alternative fragmentation of the initial cycloadduct in which the 1,2-Dithiole ring is retained. Reaction of 1 with TosMIC gave the imino-1,3-dithietane 17.
Maria Koufaki - One of the best experts on this subject based on the ideXlab platform.
-
convenient method for the synthesis of 5 4 methoxyphenyl 3h 1 2 Dithiole 3 thione adt ome and 5 4 hydroxyphenyl 3h 1 2 Dithiol 3 thione adt oh using microwave irradiation
Tetrahedron Letters, 2017Co-Authors: Dimitra Pournara, Georgios A Heropoulos, Maria KoufakiAbstract:Abstract A convenient method is described for the rapid synthesis of 5-(4-methoxyphenyl)-3 H -1,2-Dithiole-3-thione (ADT-OMe) from anethole and elemental sulfur using microwave irradiation. Various reaction conditions were applied to reduce the reaction time from several hours to 10 min, resulting in an improvement in yield and overcoming the undesired by-product formation associated with conventional methods. 5-(4-Hydroxyphenyl)-3 H -1,2-Dithiol-3-thione (ADT-OH) was obtained by the deprotection of ADT-OMe using pyridine hydrochloride under microwave irradiation.
Majd Alnaji - One of the best experts on this subject based on the ideXlab platform.
-
metal free visible light induced Dithiol ene clicking via carbon nitride to valorize 4 pentenoic acid as a functional monomer
ACS Sustainable Chemistry & Engineering, 2019Co-Authors: Baris Kumru, Jose Mendoza Mesa, Markus Antonietti, Majd AlnajiAbstract:The necessity for more bio-based building blocks and processes have led to utilizing new polymerization approaches with a lower carbon footprint. Here, we demonstrate the synthesis of a visible-light-induced Dithiol–ene clicking reaction between lignocellulosic biomass-derivable 4-pentenoic acid (4-PEA) and different Dithiols, i.e., 1,2-ethaneDithiol (EDT), 2,2-(ethylenedioxy)diethanethiol (EDDT), and 1,4-benzenedimethanethiol (BDT), using graphitic carbon nitride (g-CN) as a metal-free photocatalyst. The formation of dicarboxylic acid functional monomers were confirmed using 1H NMR and FT-IR. Furthermore, polyamides were synthesized from the dicarboxylic acid functional monomers to demonstrate the applicability of the monomers yielding new polyamide end polymers.
Marc Fourmigué - One of the best experts on this subject based on the ideXlab platform.
-
Redox-active proligands from the direct connection of 1,3-Dithiol-2-one to tetrathiafulvalene (TTF): syntheses, characterizations and metal complexation
New Journal of Chemistry, 2013Co-Authors: Franck Camerel, Olivier Jeannin, Gilles Yzambart, Bruno Fabre, Dominique Lorcy, Marc FourmiguéAbstract:In the search for novel tetrathiafulvalene-substituted Dithiolene ligands, two tetrathiafulvalene (TTF) molecules directly connected to 1,3-Dithiol-2-one fragments have been synthesized and characterized by single crystal X-ray diffraction, electrochemical and spectroscopic analyses. TTF1 was obtained, in moderate yield, by the cross-coupling of 4,5-bis(methylthio)-1,3-Dithiole-2-one with 4,4′-bis(1,3-Dithiole-2-one) in triethylphosphite, whereas for TTF2, the 1,3-Dithiol-2-one fragment was introduced, in high yield, by an original reaction of the alkyne group of an ethynyl TTF (Me3TTF-C[triple bond, length as m-dash]CH) with xanthogen in the presence of a radical initiator. Opening of the 1,3-Dithiol-2-one fragments with sodium methanolate leads to the formation of two new 1,2-Dithiolate ligands functionalized with redox-active TTF moieties, which can efficiently coordinate metals. As an illustration, two original heteroleptic bis(cyclopentadienyl)Dithiolene titanium complexes were isolated and characterized.
-
Isostructural diamagnetic cobalt(III) and paramagnetic nickel(III) Dithiolene complexes with an extended benzeneDithiolate core [CpMIII(bdtodt)] (M = Co and Ni)
Journal of Organometallic Chemistry, 2007Co-Authors: Mitsushiro Nomura, Marc FourmiguéAbstract:The isostructural diamagnetic [CpCo(bdtodt)] and paramagnetic [CpNi(bdtodt)] (Cp = η5-cyclopentadienyl, bdtodt:benzo[1,3]Dithiol-2-one-5,6-Dithiolato) complexes were prepared by starting from the corresponding bis(dithiocarbonate): benzo[1,2-d;4,5-d′]bis[1,3]Dithiole-2,6-dione. Both Co and Ni complexes are isostructural and crystallize in the orthorhombic system, space group Pbca. The formally MIII (16-electron for CoIII and 17-electron NiIII) complexes were investigated by X-ray structure analyses and exhibit the same two-legged piano-stool geometry. The CV of the radical [CpNi(bdtodt)] resulted in well-defined reversible reduction and oxidation waves. On the other hand, oxidation of [CpCo(bdtodt)] leads to dimerization in CH2Cl2 or reaction in the more coordinating CH3CN solvent. The absorption maximum (λmax) of [CpNi(bdtodt)] (741 nm) showed a more red shift compared with [CpCo(bdtodt)] (595 nm) in dichloromethane solution. The structural similarities, and electrochemical, spectroscopic and magnetic differences between various [CpCo(Dithiolene)] and [CpNi(Dithiolene)] complexes are further analyzed.
Zhiguang Xiao - One of the best experts on this subject based on the ideXlab platform.
-
glutaredoxins employ parallel monothiol Dithiol mechanisms to catalyze thiol disulfide exchanges with protein disulfides
Chemical Science, 2018Co-Authors: Ashwinie A Ukuwela, Ashley I Bush, Anthony G Wedd, Zhiguang XiaoAbstract:Glutaredoxins (Grxs) are a family of glutathione (GSH)-dependent thiol–disulfide oxidoreductases. They feature GSH-binding sites that directly connect the reversible redox chemistry of protein thiols to the abundant cellular nonprotein thiol pool GSSG/GSH. This work studied the pathways for oxidation of protein Dithiols P(SH)2 and reduction of protein disulfides P(SS) catalyzed by Homo sapiens HsGrx1 and Escherichia coli EcGrx1. The metal-binding domain HMA4n(SH)2 was chosen as substrate as it contains a solvent-exposed CysCys motif. Quenching of the reactions with excess iodoacetamide followed by protein speciation analysis via ESI-MS allowed interception and characterization of both substrate and enzyme intermediates. The enzymes shuttle between three catalytically-competent forms (Grx(SH)(S−), Grx(SH)(SSG) and Grx(SS)) and employ conserved parallel monothiol and Dithiol mechanisms. Experiments with Dithiol and monothiol versions of both Grx enzymes demonstrate which monothiol (plus GSSG or GSH) or Dithiol pathways dominate a specific oxidation or reduction reaction. Grxs are shown to be a class of versatile enzymes with diverse catalytic functions that are driven by specific interactions with GSSG/GSH.