- Fluorescence enhancement of rare earth Tb(III) by Tm(III) in benzyl benzoylmethyl sulphoxide complexes
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A series of rare earth complexes [(TbxTmy)L 5(ClO4)2](ClO4) A·3H2O (x:y = 1.000:0.000, 0.999:0.001, 0.995:0.005, 0.990:0.010, 0.950:0.050, 0.900:0.100, 0.800:0.200, 0.700:0.300; L = C 6H5CH2SOCH2COC6H 5) (Tb(III) luminescence ion; Tm(III) doped inert ion) were synthesized and characterized by elemental analysis, infrared spectra (IR) and 1H-NMR. The photophysical properties of these complexes were studied in detail using ultraviolet absorption spectra, fluorescent spectra and lifetimes. The fluorescence spectra of complexes indicated that the fluorescence emission intensity was significantly enhanced by Tm(III). The complexes showed the best luminescence properties when the mole ratio Tb(III):Tm(III) was 0.990:0.010. The fluorescence intensity could be increased to 390%. Additionally, phosphorescence spectra and the luminescence mechanisms are discussed. Copyright
- Li, Wen-Xian,Chai, Wen-Juan,Liu, Yu,Li, Ying-Jie,Ren, Tie,Zhang, Jing,Ao, Bo-Yang
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Read Online
- Selective synthesis of α-organylthio esters and α-organylthio ketones from β-keto esters and sodium S-organyl sulfurothioates under basic conditions
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We described herein a selective method to prepare α-organylthio esters and α-organylthio ketones by the reaction of β-keto esters with sodium S-benzyl sulfurothioate or sodium S-alkyl sulfurothioate (Bunte salts) under basic conditions in toluene as the solvent at 100 °C. When 4 equivalents of a base were used, a series of differently substituted α-thio esters were obtained with up to 90% yield. On the other hand, employing 2 equivalents of a base, α-thio ketones were achieved after 18 h under air. Furthermore, after a shorter reaction time, the isolation of keto-enol tautomers was possible, revealing them as significant intermediates for the mechanism elucidation.
- Kazmierczak, Jean C.,Cargnelutti, Roberta,Barcellos, Thiago,Silveira, Claudio C.,Schumacher, Ricardo F.
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supporting information
p. 234 - 244
(2021/02/27)
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- Continuous Flow Synthesis of 2H-Thiopyrans via thia-Diels–Alder Reactions of Photochemically Generated Thioaldehydes
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Herein, we report a novel protocol for the photochemical generation of thioaldehydes in a continuous flow process which were in situ reacted with electron rich 1,3-butadienes in thia-Diels–Alder reactions. A broad range of 3,6-dihydro-2H-thiopyrans were formed as products in much higher yields and productivities as compared to classical batch processes. Moreover, greatly reduced reaction times and a facile large-scale preparation of products were achieved by fully exploiting the advantages of continuous flow technology.
- Sachse, Florian,Gebauer, Konrad,Schneider, Christoph
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supporting information
p. 64 - 71
(2020/11/30)
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- Air-stable binuclear Titanium(IV) salophen perfluorobutanesulfonate with zinc power catalytic system and its application to C–S and C–Se bond formation
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An air-stable μ-oxo-bridged binuclear Lewis acid of titanium(IV) salophen perfluorobutanesulfonate [{Ti(salophen)H2O}2O][OSO2C4F9]2 (1) was successfully synthesized by the reaction of TiIV(salophen)Cl2 with AgOSO2C4F9 and characterized by techniques such as IR, NMR and HRMS. This complex was stable open to air over a year, and exhibited good thermal stability and high solubility in polar organic solvents. The complex also had relatively strong acidity with a strength of 0.8 Ho ≤ 3.3, and showed high catalytic efficiency towards various C–S and C–Se bond formations in the presence of zinc power. This catalytic system affords a mild and efficient approach to synthesis of thio- and selenoesters, α-arylthio- and seleno-carbonyl compounds, and thio- and selenoethers.
- Wang, Lingxiao,Qiao, Jie,Wei, Jiancong,Liang, Zhiwu,Xu, Xinhua,Li, Ningbo
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- Thiol-free chemoenzymatic synthesis of β-ketosulfides
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A preparation of β-ketosulfides avoiding the use of thiols is described. The combination of a multicomponent reaction and a lipase-catalysed hydrolysis has been developed in order to obtain high chemical diversity employing a single sulfur donor. This methodology for the selective synthesis of a set of β-ketosulfides is performed under mild conditions and can be set up in one-pot two-step and on a gram-scale.
- Heredia, Adrián A.,López-Vidal, Martín G.,Kurina-Sanz, Marcela,Bisogno, Fabricio R.,Pe?é?ory, Alicia B.
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p. 378 - 387
(2019/02/20)
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- Preparation method and application of novel ionic binuclear Schiff base titanium complex
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The invention provides a preparation method of a novel ionic binuclear Schiff base titanium complex and a synthetic method of applying the novel ionic binuclear Schiff base titanium complex to catalyze zinc powder and reduce disulfide or selenide to prepare sulfo(seleno) ester and dissymmetric sulfoether(selenide). The complex is a cationic binuclear Schiff base titanium complex, wherein titaniumatoms are bridged by oxygen atoms and are coordinated with a Schiff base ligand and a hydrone, and an ionic bond is formed by a cation part and an anion part of whole Schiff base titanium. The ionic binuclear Schiff base titanium complex is used as a catalyst, the zinc powder is used as a reducer, the disulfide(selenide) can be reduced and fractured, and the disulfide(selenide) can further and respectively react with anhydride, an alpha-bromo carbonyl compound and bromoalkane to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide). According to the preparation method provided by the invention, the defects that traditional lewis acid halide is deliquescent, an absolute solvent is used, conditions are strict and the like are overcome; an effective path for reducing the disulfide or selenide to prepare the sulfo(seleno) ester and the dissymmetric sulfoether(selenide) is provided, and the preparation method has the advantages of high yield, simpleness in operation andthe like.
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Paragraph 0085; 0086
(2018/04/03)
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- Triggered and Tunable Hydrogen Sulfide Release from Photogenerated Thiobenzaldehydes
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Hydrogen sulfide (H2S) has been identified as an important cell-signaling mediator and has a number of biological functions, such as vascular smooth muscle relaxation, neurotransmission, and regulation of inflammation. A facile and versatile approach for H2S production initiated by light irradiation and controlled by reaction with an amine or an amino acid was developed. The donor was synthesized in a one-pot reaction, and simple crystallization led to a yield of approximately 90 %. The synthetic strategy is scalable and versatile, and the H2S donors can be expressed ina number of different molecular and macromolecular forms, including crystalline small-molecule compounds, water-soluble polymers, polystyrene films, and hydrogels. The H2S donors based on polystyrene film and hydrogel were used as cell-culture scaffolds. The H2S donor based on water-soluble polymer was applied in photocontrolled inhibition of P-selectin expression on human platelets and subsequent regulation of platelet aggregation. This study provides the simplest controllable H2S source to study its biological functions. The developed materials are also new therapeutic platforms to deliver H2S, as there is no accumulation of toxic byproducts, and the donor materials from polystyrene films and hydrogels can be readily removed after releasing H2S.
- Xiao, Zeyun,Bonnard, Thomas,Shakouri-Motlagh, Aida,Wylie, Ross A. L.,Collins, Joe,White, Jonathan,Heath, Daniel E.,Hagemeyer, Christoph E.,Connal, Luke A.
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supporting information
p. 11294 - 11300
(2017/08/26)
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- Stevens rearrangement of thioethers with arynes: A facile access to multi-substituted β-keto thioethers
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An effective method for the synthesis of multi-substituted β-keto thioethers via Stevens rearrangement of simple β-keto thioethers with arynes has been developed. In these reactions, successive C-S/C-H/C-C bonds were formed in one pot under mild and transition-metal free conditions to afford multi-substituted β-keto thioethers in moderate to good yields.
- Xu, Xiao-Bo,Lin, Zi-Hua,Liu, Yuyin,Guo, Jian,He, Yun
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supporting information
p. 2716 - 2720
(2017/04/03)
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- Catalyst-Free Insertion of Sulfoxonium Ylides into Aryl Thiols. A Direct Preparation of β-Keto Thioethers
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Insertion of sulfoxonium ylides into the S-H bond of aryl thiols without the need for a catalyst is demonstrated, furnishing β-keto thioethers in excellent yield in most cases. The method overcomes traditional syntheses that employ metal catalysts in combination with diazo compounds or toxic and hard-prepared haloketones. The experimental setup consists of mixing the reagents in acetonitrile at room temperature. Additional experimental as well as kinetic isotopic effect studies give some insight into the mechanism of this reaction.
- Dias, Rafael M. P.,Burtoloso, Antonio C. B.
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p. 3034 - 3037
(2016/07/06)
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- A route to benzylic arylsulfoxides from β-ketosulfoxides
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The K2CO3-mediated benzylation of β-ketosulfoxides 4 with 2.0?equiv of benzylic halides 5 affords benzylic arylsulfoxides 6 in moderate yields along with trace amounts of chalcones 7. The products 6 are assumed to form in situ intermediates of sulfenate anions from β-ketosulfoxides which are commonly involved in carbon–sulfur bond formation. A plausible mechanism has been proposed.
- Chang, Meng-Yang,Cheng, Yu-Chieh,Chan, Chieh-Kai
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p. 4068 - 4075
(2016/07/06)
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- Visible light mediated reductions of ethers, amines and sulfides
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Visible light-mediated photoredox catalysis enables the chemoselective reduction of activated carbon–heteroatom bonds as a function of reduction potential. The expansion of the scope of C–X bond reductions towards less activated motifs, such as ethers, amines and sulfides, is important to both organic synthesis and macromolecular degradation method development. In the present report, exploration of photoredox catalysis in alcoholic solvents mediated a decrease in the super-stoichiometric use of iPr2NEt and HCO2H in the reduction of α-keto ethers, amines and sulfides. Additionally, in the absence of fragmentation, [Formula presented] bond formation was afforded, suggesting an intermediate ketyl radicals are present in these transformations.
- Monos, Timothy M.,Magallanes, Gabriel,Sebren, Leanne J.,Stephenson, Corey R.J.
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p. 240 - 248
(2016/07/21)
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- Fe-Mediated S-S Bond Cleavage and Its Application in the Synthesis of α-Arylthio Carbonyl Compounds
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In the presence of iron dust, diaryl disulfides react with α-bromo carbonyl compounds to obtain α-arylthio carbonyl compounds in good yield at 90 °C under an N2 atmosphere, using commercial dimethylformamide (DMF) as solvent. The possible reaction mechanism is that the disulfide is reduced by iron dust to give ArSFeSAr and then reacted with α-bromo carbonyl compounds to give product α-arylthio carbonyl compounds and FeBr2.
- He, Yun-Hua,Li, Ning-Bo,Chen, Jin-Yang,Qiu, Ren-Hua,Wang, Xie,Xu, Xin-Hua
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p. 1817 - 1822
(2015/08/06)
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- Design, synthesis and biological evaluation of novel (E)-α- benzylsulfonyl chalcone derivatives as potential BRAF inhibitors
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Activating mutations in the BRAF serine/threonine kinase are found in more than 70% of human melanomas, >90% of which are BRAFV600E. It provides new therapeutic opportunities in malignant melanoma. In silico and in vitro screening of our compound collection has identified Hit 2 as BRAF V600E inhibitor. Based on its structure, a series of novel (E)-α-benzylsulfonyl chalcone derivatives (13-40) were designed and synthesized. Compound 38 exhibited the most potent inhibitory activity with an IC50 value of 0.17 μM for BRAFV600E and GI50 value of 0.52 μM for mutant BRAF-dependent cells. The results of cell based pERK activity and cellular selectivity suggested that those compounds could selectively inhibit proliferation of mutant BRAF-dependent melanoma cell line through inhibition of oncogenic BRAF.
- Li, Qing-Shan,Li, Cui-Yun,Lu, Xiang,Zhang, Hui,Zhu, Hai-Liang
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p. 288 - 295
(2012/07/14)
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- An efficient and odorless synthesis of thioethers using 2-[Bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents
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Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 1 commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and the workup. Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 2-[bis(alkylthio)methylene] -3-oxo-N-o-tolylbutanamides commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. Copyright
- Yu, Haifeng
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p. 367 - 371
(2012/04/23)
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- Fluorescence enhancement of rare earth Tb(III) by Tm(III) in benzyl benzoylmethyl sulphoxide complexes
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A series of rare earth complexes [(TbxTmy)L 5(ClO4)2](ClO4) A·3H2O (x:y = 1.000:0.000, 0.999:0.001, 0.995:0.005, 0.990:0.010, 0.950:0.050, 0.900:0.100, 0.800:0.200, 0.700:0.300; L = C 6H5CH2SOCH2COC6H 5) (Tb(III) luminescence ion; Tm(III) doped inert ion) were synthesized and characterized by elemental analysis, infrared spectra (IR) and 1H-NMR. The photophysical properties of these complexes were studied in detail using ultraviolet absorption spectra, fluorescent spectra and lifetimes. The fluorescence spectra of complexes indicated that the fluorescence emission intensity was significantly enhanced by Tm(III). The complexes showed the best luminescence properties when the mole ratio Tb(III):Tm(III) was 0.990:0.010. The fluorescence intensity could be increased to 390%. Additionally, phosphorescence spectra and the luminescence mechanisms are discussed. Copyright
- Li, Wen-Xian,Chai, Wen-Juan,Liu, Yu,Li, Ying-Jie,Ren, Tie,Zhang, Jing,Ao, Bo-Yang
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p. 431 - 436
(2013/01/12)
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- Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds
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A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).
- Zhou, Taigang,Peters, Byron,Maldonado, Matias F.,Govender, Thavendran,Andersson, Pher G.
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supporting information; experimental part
p. 13592 - 13595
(2012/10/08)
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- Reaction of ammonium ylides with alkyl thiocyanates in aqueous and non-aqueous media
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Reaction of ammonium ylides with alkyl thiocyanates in aqueous and non-aqueous media is described. The reaction leads to alkyl thio-substituted acetophenones via addition of ammonium ylides to alkyl thiocyanates in organic solvents or in situ generated thiolate anions in aqueous media.
- Kianmehr, Ebrahim,Mirza Agha, Mansoureh,Estiri, Hamid
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experimental part
p. 409 - 411
(2011/07/30)
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- Regioselective synthesis of 5-(arylsulfanyl)- and 5-(benzylsulfanyl)-6- phenylsalicylates by one-pot cyclizations of 1,3-bis(silyloxy)buta-1,3-dienes with 2-(arylsulfanyl)- and 5-(benzylsulfanyl)-3-ethoxy-1-phenylprop-2-en-1-ones
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5-(Arylsulfanyl)-6-phenylsalicylates were prepared by one-pot cyclizations of 1,3-bis(trimethylsilyloxy) buta-1,3-dienes with 2-(arylsulfanyl)-3-ethoxy-1- phenylprop-2-en-1-ones.
- Fatunsin, Olumide,Shkoor, Mohanad,Riahi, Abdolmajid,Hussain, Munawar,Villinger, Alexander,Fischer, Christine,Langer, Peter
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experimental part
p. 1610 - 1621
(2011/01/04)
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- An efficient fluorination of β-ketosulfones promoted by a room-temperature ionic liquid at ambient conditions under ultrasound irradiation using Selectfluor F-TEDA-BF4
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The fluorination reaction involving a β-ketosulfones by Selectfluor was efficiently promoted by the ionic liquid, [Hbim]BF4 (IL) as a reaction medium with methanol as co-solvent at room temperature under ultrasonic irradiation to afford the corresponding mono and difluoro-β-ketosulfones in excellent yields. The advantages of this method include among others the use of a recyclable, non-volatile ionic liquid, which promotes this protocol under room temperature without the requirement of any added catalyst under ultrasonic irradiation.
- Heravi, Mohammad Reza Poor
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body text
p. 1399 - 1402
(2011/10/08)
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- α-Fluorination of β-ketosulfones by Selectfluor F-TEDA-BF4
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Attempted fluorination of β-ketosulfides using Selectfluor resulted only in the isolation of the corresponding diaryl disulfides, presumed to arise by decomposition of an unstable fluorinated intermediate. However, fluorination of β-ketosulfones using Selectfluor under anhydrous conditions does allow the isolation of both mono-and difluorinated products in moderate to good yields.
- Loghmani-Khouzani, Hossein,Poorheravi, Mohammad R.,Sadeghi, Majid M.M.,Caggiano, Lorenzo,Jackson, Richard F.W.
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p. 7419 - 7425
(2008/12/20)
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- Novel N,S-phenacyl protecting group and its application for peptide synthesis
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The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe. Georg Thieme Verlag Stuttgart.
- Tang, Guo,Ji, Tao,Hu, An-Fu,Zhao, Yu-Fen
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experimental part
p. 1907 - 1909
(2009/04/11)
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- NaOH-promoted thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3- oxo-N-o-tolylbutanamides as odorless thiol equivalents
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A convenient and efficient protocol for the thiolysis of oxiranes using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents has been developed. Promoted by sodium hydroxide (NaOH) in ethanol at room temperature, the cleavage commences and the generated thiolate anions undergo nucleophilic addition in situ. β-Hydroxy Sulfides were obtained in high yields along with good β-regioselectivity, and trans β-hydroxy Sulfides were also isolated. The thiolysis of one α,β-epoxyketone product with the thiol equivalents was accomplished to afford the corresponding α-carbonyl sulfides in excellent yields. In all the cases, 3-oxo-N-o-tolylbutanamide, the precursor of the thiol equivalents, could be recovered in the novel thiolysis process as a byproduct in good yield. Georg Thieme Verlag Stuttgart.
- Yu, Haifeng,Dong, Dewen,Ouyang, Yan,Wang, Yan,Liu, Qun
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p. 151 - 155
(2008/03/13)
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- Ionic liquid promoted regio- and stereo-selective thiolysis of epoxides-A simple and green approach to β-hydroxy- and β-keto sulfides
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A variety of epoxides underwent facile cleavage by thiols under the catalysis of 1-methyl-3-butylimidazolium bromide, [bmIm]Br, to produce the corresponding β-hydroxy sulfides with high regio- and stereo-selectivity. On the other hand, a specially designed basic ionic liquid, [bmIm]OH, efficiently catalyzes the thiolysis of ,β-epoxy ketones providing β-keto sulfides through simultaneous retro-aldol cleavages. The reactions are clean, high yielding, and do not require any organic solvent. The catalyst is also recycled. CSIRO 2007.
- Ranu, Brindaban C.,Mandal, Tanmay,Banerjee, Subhash,Dey, Suvendu S.
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p. 278 - 283
(2008/02/11)
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- A new method for the reductive cleavage of S-S bond by the system of Cp2TiCl2/i-BuMgBr/THF and its application in synthesis of α-alkylthio carbonyl compounds
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The reduction of disulfides by Cp2TiCl2/i-BuMgBr/THF led to nucleophilic sulfides [Cp2TiSR]. This species reacted with α-bromo carbonyl compounds to give α-alkylthio carbonyl compounds in high yields.
- Huang,Zheng
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p. 1297 - 1301
(2007/10/03)
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- Indium-mediated Reaction in Aqueous Media. Synthesis of Phenacyl Sulfides by Reactions of α-Bromoketones with Sodium Alkyl Thiosulfates
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Phenacyl Sulfides are synthesized in moderate to good yields via reaction of α-haloketones with sodium alkyl thiosulfates promoted by indium metal in aqueous media.
- Zhan, Zhuangping,Zhang, Yongmin,Ma, Zhenghai
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p. 130 - 131
(2007/10/03)
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- Effects of adjacent acceptors and donors on the stabilities of carbon-centered radicals
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The radical stabilization energies (RSEs) for 21 radicals, GCH2*, where G is an electron donor or acceptor group, were estimated from differences in homolytic C-H bond dissociation energies (ABDEs relative to that of methane). These RSEs were found to agree reasonably well in order with theoretically calculated RSEs that have been reported and with those obtained by averaging RSEs from nine different methods (a literature RRSx scale). But the RSEs estimated from ΔBDEs were almost without exception larger because the theoretical calculations and RRSx method greatly underestimate the size of most RSEs. The RSEs for GCH2* radicals were found to be enhanced to the extent that G is able to delocalize an odd electron on an adjacent carbon atom and were diminished by the presence of electron-withdrawing properties in G. Most groups stabilize the radical, but when the electron-withdrawing effect of the group is large, as in F3C? and Me3N+CH2? radicals, the net effect is to destabilize the radical relative to the methyl radical. The RSEs of 12 radicals of the type RSC?HG or PhSC?HG, relative to that of the GCH2? radical, were found to increase progressively as the acceptor group G was changed along the series Ph, fluorenyl (Fl), CO2Et, CN, COMe, and COPh. The RSEs of these donor-acceptor radicals were all smaller than the sum of the RSEs of the singly-substituted radicals, GCH2? and PhSCH2? (or RSCH2?). The effects of a second PhS or like donor and of a second acceptor on the RSEs were also determined. Examination of the RSEs of GC?(Ph)CN radicals indicates that the interactions of G and CN in the GC?CN moieties, with G = MeO, EtS, or c-C5H10N, are not synergistic as has been claimed from ESR studies.
- Bordwell,Zhang, Xian-Man,Alnajjar, Mikhail S.
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p. 7623 - 7629
(2007/10/02)
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- A Facile Synthesis of Unsymmetrical Sulfides under Phase Transfer Conditions
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An efficient synthesis of unsymmetrical sulfides (3) is described by reacting S-alkylisothiouronium salts (1) with alkyl halides (2) under liquid-liquid phase transfer catalyst conditions.
- Hengchang, Chen,Zhenzhong, Liu,Wei, Liu
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p. 3313 - 3316
(2007/10/02)
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- α-Thio-substituted Ketones as Precursors of Olefins via Oxathiolanes: Benzyl as Protecting Group
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The feasibility of a regiospecific synthesis of tetrasubsituted olefins starting from protected α-thiol substituted ketones has been demonstrated by three examples.The approach (see Scheme) involves: S-activated alkylation (i), carbonyl addition of an organometallic reagent (ii), deprotection (iii), formation of a 2-phenyloxathiolane (iv), and base-promoted cycloelimination (v).An unsatisfactory feature is the lack of stereochemical control in step (ii).An attempt to telescope steps (iii) and (iv) by sequential Pummerer reaction-cyclisation at the β-benzylthio alcohol stage was unsuccessful.
- Brown, Michael D.,Whitham, Gordon H.
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p. 817 - 822
(2007/10/02)
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- A Facile Synthesis of Functionalised Organic Sulphides
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Thioiminium salts and organic halides or Michael acceptors, in the absence of solvent and at ambient temperature, give title compounds in excellent yields.
- Singh, Harjit,Batra, Manohar S.
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p. 1111 - 1112
(2007/10/02)
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- Synthesis of Unsymmetrical Functionalised Organic Sulphides
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Acyclic thioiminium salts and the condensed thiazolium salts in the presence of aqueous sodium hydroxide as such or under base catalyzed phase transfer catalysis conditions react with appropiate organic halides to provide corresponding unsymmetrical functionalized organic sulphides.With aqueous sodium hydroxide, thioiminium salts provide the disulphides corresponding to incipient thiol.
- Singh, Harjit,Batra, Manohar S.,Singh, Paramjit
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p. 131 - 136
(2007/10/02)
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- New Synthetic Methods, 13. α-Alkylthiolation of Arylalkylketones
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Enolates of arylalkylketones can be α-alkylthiolated in high yields by reaction with S-Alkyl 4-Methylbenzenethiosulfonates. - Keywords: Alkylthiolation; Alkyl 4-methylbenzenethiosulfonates
- Scholz, Dieter
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p. 1121 - 1124
(2007/10/02)
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- DECOMPOSITION OF S-ALKYLISOTHIOURONIUM SALTS UNDER ANHYDROUS CONDITIONS - APPLICATION TO A FACILE PREPARATION OF NONSYMMETRICAL DIALKYL SULFIDES
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5-Alkylisothiouronium salts are decomposed with sodium ethoxide/ethanol or sodium hydride/tetrahydrofuran to the salt of the corresponding thiols which are trapped by various electrophiles to yield nonsymmetrical dialkyl sulfides.
- Luzzio, Frederick A.,Little, Arthur D.
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p. 209 - 214
(2007/10/02)
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- Synthesis of Unsymmetrical Thioethers Using Solid-Liquid Phase-transfer Catalysis
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The title compounds have been synthesised from appropriate organic halides and thioimminium salts (1) in moderate to good yields under solid-liquid phase-transfer catalysis using Triethylbenzylammonium chloride (TEBA) as a catalyst, solid KOH as a base in chloroform.
- Singh, Paramjit,Batra, Manohar S.,Singh, Harjit
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- METHYLENATION WITH PHOSPHONATE ESTERS
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A series of 2-aryl-1-thioalkyl-2-propenes have been synthesized by treating the corresponding thioalkylated acetophenones with the anion of methyl phosphonate.
- Fox, Marye Anne,Triebel, Carol A.,Rogers, Ralph
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p. 1055 - 1062
(2007/10/02)
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- Synthesis of Functionalised, Unsymmetrical Organic Sulphides - Thioacetamide as a Sulphur Transfer Reagent
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In a novel approach, unsymmetrical organic sulphides (IIa-h) have been obtained from appropriate organic halides and sulphonium salts (I) - a source of incipient thiolate ions.
- Singh, Harjit,Malhotra, Nageshwar,Batra, Manohar S.
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p. 272 - 273
(2007/10/02)
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