55091-48-0Relevant academic research and scientific papers
An efficient heterogeneous Cu-grafted mesoporous organosilicas nanocatalyst for two and three component C-S coupling reactions
Mondal, John,Salam, Noor,Bhaumik, Asim
, p. 4883 - 4895 (2013/08/23)
Furfural-imine functionalized mesoporous organosilica material has been synthesized by postsynthesis surface functionalization of 2D-hexagnoal mesoporous SBA-15 with organosilane precursor 3-aminopropyltriethoxy-silane (APTES) followed by Schiff-base condensation with furfural. On the other hand, furfural-imine functionalized MCM-41 has been synthesized by Schiff-base condensation of furfural and 3-aminopropyltriethoxy-silane (APTES) followed by its hydrothermal co-condensation with tetraethylorthosilicate (TEOS) in the presence of a cationic surfactant CTAB. Subsequent reaction of the imine-functionalized mesoporous organosilicas with Cu(OAc)2 in absolute ethanol produced Cu(II)-grafted mesoporous nanocatalysts 1 and 2, respectively. Powder XRD, HR TEM, FE SEM, N2 sorption and EPR experimental tolls are employed to characterize these Cu-grafted furfural-imine functionalized nanocatalysts. Cu-grafted MCM-41 (1) showed very good catalytic efficiency for the coupling of aryl bromides and thiophenol under aerobic conditions to produce different thioethers. On the other hand, Cu-anchored mesoporous SBA-15 nanocatalyst (2) exhibited high catalytic activity for one-pot three component coupling of different aryl halides with thiourea and benzyl bromide in aqueous medium to produce different aryl alkyl thioethers in very good yields. Both Cu-grafted mesoporous nanocatalysts can be efficiently reused for several reaction cycles. Copyright
Carbon-sulfur coupling reactions catalyzed by Pd-NHC complex
Shi, Yanhui,Cai, Zhengyuan,Guan, Pei,Pang, Guangsheng
supporting information; experimental part, p. 2090 - 2096 (2011/10/09)
The cross-coupling reaction of aryl halides with aliphatic or aromatic thiols catalyzed by (SIPr)Pd(Py)Clis reported. This Pd-N-heterocyclic carbene (NHC) complex shows good to excellent activities toward various deactivated electron-rich aryl halides and even with unactivated aryl chlorides in C-S coupling reactions. The reactions proceeded in good yields, broad scope, and high tolerance of functional groups. The Pd-NHC complex is stable and easily to synthesize, so it is an excellent candidate to replace Pd-organophosphanes commonly used in C-S coupling catalysis. Georg Thieme Verlag Stuttgart - New York.
Evidence for intermolecular interaction between sulfonium and sulfide sulfur atoms and its application to synthesis of cyclic bis(disulfide) dimer
Kobayashi,Koyama,Kono,Namatame,Nakamura,Furukawa
, p. 2085 - 2090 (2007/10/03)
On the basis of the remote Pummerer reaction of p-bis(alkylthio)-aromatic S-oxide, the intermolecular interaction between the sulfonium and sulfide sulfur atoms is described. (1) In marked contrast to the Pummerer reaction of 1b-d3 with (CF3CO)2O (J. Org. Chem. 1999, 64, 3190-3195), the reaction of 3,3′,5,5′-tetramesityl-4-(trideuteriomethylsulfinyl)-4′- (methylthio)biphenyl (1a-d3) as a sterically hindered analogue of 1b gave only 2a-d2. (2) Both reactions of the two unsymmetrical regioisomers of 1-(ethylthio)-4-(methylthio)benzene S-oxide (5a and 5b) with (CF3CO)2O afforded a mixture of the mono-Pummerer products 6a and 6b, the bis-Pummerer product 7, and the bissulfide 8 in a similar ratio. The quenching at the initial stage of both reactions produced 5a, 5b, 8, and the bis-sulfoxide 10 in a similar ratio. These results indicate the equilibrium in the intermolecular interaction between the sulfur atoms. (3) The reaction of the p-bis(benzylthio)aromatic S-oxide 16 with (CF3SO2)2O gave the cyclic bis(disulfide) dimer 17 for the diphenyl sulfide and diphenylmethane spacers or the cyclic tetrakis(disulfide) tetramer 19 for the benzene and biphenyl spacers via the debenzylation of an intermolecular dithia dication. The cyclic bis(dithia dication) dimer A resulting from the intermolecular interaction between the sulfonium and sulfide sulfur atoms is proposed as an intermediate throughout the present reactions.
THE REACTION BETWEEN ARENEDIAZONIUM TETRAFLUOROBORATES AND ALKALINE THICARBOXYLATES IN DMSO: A CONVENIENT ACCESS TO ARYL THIOLESTERS AND OTHER AROMATIC SULFUR DERIVATIVES.
Petrillo, Giovanni,Novi, Marino,Garbarino, Giacomo,Filiberti, Marcos
, p. 7411 - 7420 (2007/10/02)
The reaction between potassium thioacetate or sodium thiobenzoate and arenediazonium tetrafluoroborates in DMSO leads to the corresponding aryl thiolesters 1 which can either be isolated or further reacted providing a convenient one-pot access to a number of other aromatic sulfur derivatives.
Nucleophilic Aromatic Substitution with Thiolate Ions Under Solid-Liquid Phase Transfer Conditions
Singh, Paramjit,Batra, Manohar S.,Singh, Harjit
, p. 729 - 730 (2007/10/02)
A convenient synthesis of aryl alkyl sulphides under solid-liquid phase transfer conditions (using triethylbenzylammonium chloride as catalyst and solid KOH) (TEBA/KOH) from aryl halides and thiolate ions generated in situ from thioiminium salts, is described.
