74408-99-4Relevant academic research and scientific papers
Catalyst-free chemoselective α-sulfenylation/β-thiolation for α,β-unsaturated carbonyl compounds
Huang, Xi,Li, Juan,Li, Xiang,Wang, Jiayi,Peng, Yanqing,Song, Gonghua
, p. 26419 - 26424 (2019/09/13)
A novel, efficient, catalyst-free and product-controllable strategy has been developed for the chemoselective α-sulfenylation/β-thiolation of α,β-unsaturated carbonyl compounds. An aromatic sulfur group could be chemoselectively introduced at α-or β-posit
Fe(OTf)2-Catalyzed Thia-Michael Addition Reaction: A Green Synthetic Approach to β-Thioethers
Lauzon, Samuel,Li, Mao,Keipour, Hoda,Ollevier, Thierry
supporting information, p. 4536 - 4540 (2018/09/06)
A convenient Fe(OTf)2-catalyzed Michael addition reaction of thiols to α,β-unsaturated carbonyl compounds was developed. The use of a simple procedure (EtOH, room temperature, air atmosphere) allowed to set up effective green catalytic conditions for C–S bond formation. The scope of the reaction was demonstrated using various substituted thiols and original Michael acceptors. The corresponding β-thioethers were obtained in good to excellent yields (up to 99 %). Also, the derivatization into the one-pot thia-Michael addition/oxidation reaction of 3-[3-(phenylthio)butanoyl]oxazolidin-2-one using H2O2 has proven to be efficient.
Desulfurative Chlorination of Alkyl Phenyl Sulfides
Canestrari, Daniele,Lancianesi, Stefano,Badiola, Eider,Strinna, Chiara,Ibrahim, Hasim,Adamo, Mauro F. A.
supporting information, p. 918 - 921 (2017/02/26)
The chlorination of readily available secondary and tertiary alkyl phenyl sulfides using (dichloroiodo)benzene (PhICl2) is reported. This mild and rapid nucleophilic chlorination is extended to sulfa-Michael derived sulfides, affording elimination-sensitive β-chloro carbonyl and nitro compounds in good yields. The chlorination of enantioenriched benzylic sulfides to the corresponding inverted chlorides proceeds with high stereospecificity, thus providing a formal entry into enantioenriched chloro-Michael adducts. A mechanism implying the formation of a dichloro-λ4-sulfurane intermediate is proposed.
On-water magnetic NiFe2O4 nanoparticle-catalyzed Michael additions of active methylene compounds, aromatic/aliphatic amines, alcohols and thiols to conjugated alkenes
Payra, Soumen,Saha, Arijit,Banerjee, Subhash
, p. 95951 - 95956 (2016/10/25)
Here, we have demonstrated the Michael addition of active methylene compounds, aromatic/aliphatic amines, thiols and alcohols to conjugated alkenes using magnetic nano-NiFe2O4 as reusable catalyst in water. Nano-NiFe2O4 efficiently catalyzed the formation of C-C and C-X (X = N, S, O etc.) bond through 1,4-addition reactions.
Sonochemical synthesis of lithium fluoride nano cubic as an active and simple catalyst for thia-Michael addition process: Synthesis and structural characterization of β-aryl-β-mercapto ketones
Shobeiri, Zohreh,Pourayoubi, Mehrdad,Neas, Marek,Divjakovic, Vladimir,Babiak, Michal
, p. 245 - 255 (2015/02/19)
LiF nano cubic, with an average particle size of 21.6 nm, was synthesized sonochemically, using tetrabutylammonium fluoride as the fluoride source and characterized by SEM-EDX and XRD. This was applied, as a heterogeneous nano-catalyst, to synthesize some
Bifunctional acid-base ionic liquid for the one-pot synthesis of fine chemicals: Thioethers, 2H-chromenes and 2H-quinoline derivatives
Climent, Maria J.,Iborra, Sara,Sabater, Maria J.,Vidal, Juan D.
, p. 27 - 38 (2014/06/10)
A bifunctional organocatalyst with ionic liquid properties and with an optimized distance between the acid and basic sites efficiently activates electron deficient olefins for 1,4 conjugated addition, which can be incorporated in different one-pot transformations for the preparation of cyclic and acyclic compounds of biological and synthetic interest. More specifically, the catalyst can be successfully applied for different carbon-carbon (CC) and carbon-heteroatom (C-N, C-O, C-S) bond forming reactions integrated in a cascade sequence. The activity of the organocatalyst has been compared with that of structurally related monofunctional and bifunctional catalysts. The most attractive features of this procedure are the high atom economy and the use of inexpensive starting materials as well as the use of an environmentally friendly catalyst that can be easily recovered due to its ionic liquid properties.
Novel and versatile methodology for synthesis of β-aryl-β- mercapto ketone derivatives as potential urease inhibitors
Ahari-Mostafavi, Mohammad Mahdi,Sharifi, Ali,Mirzaei, Mojtaba,Amanlou, Massoud
, p. 1113 - 1119 (2014/08/05)
The objective was to obtain new scaffold of compounds possessing anti-urease activity. For this new and simple method for the synthesis of β-aryl-β-mercapto ketone derivatives based on Michael addition of thiophenol to chalcones in an ionic liquid as a so
Hybrid material from Zn[aminoacid]2 applied in the thio-Michael synthesis
Darbem, Mariana P.,Oliveira, Aline R.,Winck, Cristiane R.,Rinaldi, Andrelson W.,Domingues, Nelson Luís C.
, p. 5179 - 5181 (2015/01/08)
Recently, methodologies that are in accordance with green chemistry principles have been garnering increasing attention. One of the most applied methods in this field is heterogeneous catalysis. In this context, many catalysts have been developed, and the
Synthesis of β-Aryl-β-sulfanyl ketones by a sequential one-pot reaction using kf/al2o3 in glycerol
Perin, Gelson,Mesquita, Katiucia,Calheiro, Tainara P.,Silva, Marcio S.,Lenardao, Eder J.,Alves, Diego,Jacob, Raquel G.
, p. 49 - 58 (2013/11/06)
The title compounds were synthesized by a sequential one-pot reaction of aryl aldehydes, aryl-methyl ketones, and thiols promoted by KF/Al2O3. This methodology affords a large number of β-aryl-β-sulfanyl ketone derivatives from aliphatic and aromatic thiols in good yields and is also applicable for solid substrates. Taylor and Francis Group, LLC.
N-heterocyclic carbene catalyzed carba-, sulfa-, and phospha-Michael additions with NHC·CO2 adducts as precatalysts
Hans, Morgan,Delaude, Lionel,Rodriguez, Jean,Coquerel, Yoann
, p. 2758 - 2764 (2014/04/17)
N-heterocyclic carbene catalyzed Michael additions have been revisited with 1,3-dialkyl- or 1,3-diarylimidazol(in)ium-2-carboxylates, that is, NHC·CO2 adducts, as the source of the free NHC catalysts in solution. Using these precatalysts, a number of efficient carba-, sulfa-, and phospha-Michael additions were achieved very conveniently, without the need for an external strong base to generate the NHC by deprotonation of an azolium salt. To further expand the scope of the procedure, some NHC-catalyzed sulfa-Michael/aldol organocascades were also investigated.
