- Palladium-Catalyzed Sulfinylation of Aryl- And Alkenylborons with Sulfinate Esters
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An efficient, direct sulfinylation of organoborons catalyzed by palladium is disclosed. Treatment of organoborons and sulfinate esters in the presence of a palladium precatalyst provided a broad range of sulfoxides. Various organosulfur compounds having oxidizable functional groups were successfully prepared through the sulfoxide synthesis.
- Hosoya, Takamitsu,Kanemoto, Kazuya,Nakamura, Yu,Suzuki, Minori,Yoshida, Suguru
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supporting information
p. 3793 - 3797
(2021/05/29)
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- Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst
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We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.
- Zhao, Bin,Hammond, Gerald B.,Xu, Bo
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supporting information
(2021/09/13)
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- Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides
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The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.
- Lee, Sunwoo,Park, Jin Kyu
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p. 13790 - 13799
(2021/10/12)
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- Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation
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A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is
- Liu, Kai-Jian,Wang, Zheng,Lu, Ling-Hui,Chen, Jin-Yang,Zeng, Fei,Lin, Ying-Wu,Cao, Zhong,Yu, Xianyong,He, Wei-Min
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supporting information
p. 496 - 500
(2021/01/28)
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- Sulfoxide synthesis from sulfinate esters under Pummerer-like conditions
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A facile synthetic method for the preparation of allyl sulfoxides byS-allylation of sulfinate esters proceeds through sulfonium intermediates without [3,3]-sigmatropic rearrangement and further Pummerer-type reactions of the resulting allyl sulfoxides. On the basis of the plausible reaction mechanism involving sulfonium salt intermediates,S-alkynylation andS-arylation were also accomplished.
- Kobayashi, Akihiro,Matsuzawa, Tsubasa,Hosoya, Takamitsu,Yoshida, Suguru
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supporting information
p. 5429 - 5432
(2020/06/04)
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- Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: Synthesis of diarylsulfides
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A NiCl2/2,2′-bipyridine-catalyzed cross-coupling of thiophenols with arylboronic acids has been developed for the synthesis of symmetric and unsymmetric diarylsulfides at room temperature and in air. This methodology is reliable and offers a mild and easy to operate process for the synthesis of arylthioethers, which are essential compounds with applications in the pharmaceutical and agricultural industries. This method avoids the use of expensive transition metals, such as Pd, Ir or Rh, sophisticated ligands and elevated temperatures. It also has a wide substrate scope (55 examples) and provides products in good to excellent yields (72-93%).
- Bhowmik, Amit,Fernandes, Rodney A.,Yadav, Mahesh
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p. 2447 - 2458
(2020/04/15)
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- Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions
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The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.
- Liu, Kai-Jian,Deng, Ji-Hui,Yang, Jie,Gong, Shao-Feng,Lin, Ying-Wu,He, Jun-Yi,Cao, Zhong,He, Wei-Min
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supporting information
p. 433 - 438
(2020/02/13)
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- Oxidation of aromatic sulfides with molecular oxygen: Controllable synthesis of sulfoxides or sulfones
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The recent development of selective oxidation of aromatic sulfides with molecular oxygen was highlighted. The sulfoxides and sulfones could be obtained by simply switching the reaction media, i.e., bis(2-butoxyethyl)ether (BBE) or poly(ethylene glycol)dimethyl ether (PEGDME). The application of the high-boiling-point polyether as an initiator and green media can eliminate the need of large quantities of additives and volatile solvents. This strategy represents an economic and eco-friendly method that could find potential applications.
- Tang, Lili,Du, Kejie,Yu, Bing,He, Liangnian
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p. 2991 - 2992
(2020/03/24)
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- Iodine(III) Enabled Dehydrogenative Aryl C?S Coupling by in situ Generated Sulfenium Ion
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Due to the normal polarity preferences, arenes form stable complexes with thiols through S?H???π interaction and direct dehydrogenative aryl C?S coupling is usually restricted. We report here an umpolung based one pot and direct C?S coupling approach unde
- Choudhuri, Khokan,Maiti, Saikat,Mal, Prasenjit
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p. 1092 - 1101
(2019/01/30)
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- Synthesis and nano-Pd catalyzed chemoselective oxidation of symmetrical and unsymmetrical sulfides
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A highly chemoselective, efficient and nano-Pd catalyzed protocol for the rapid construction of sulfoxides and sulfones via the oxidation of symmetrical and unsymmetrical sulfides using H2O2 as an oxidant has been developed, respectively. The ready availability of starting materials, easy recovery and reutilization of the catalyst, wide substrate scope, and high yields make this protocol an attractive alternative. The process also involves the metal-free and microwave-promoted synthesis of symmetrical diarylsulfides, and FeCl3-mediated preparation of symmetrical diaryldisulfides through the reaction of arenediazonium tetrafluoroborates with Na2S·9H2O as a sulfur source. In addition, unsymmetrical sulfides were generated via the K2CO3-mediated reaction of arenediazonium tetrafluoroborates with symmetrical disulfides.
- Li, Xing,Du, Jia,Zhang, Yongli,Chang, Honghong,Gao, Wenchao,Wei, Wenlong
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p. 3048 - 3055
(2019/03/21)
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- Catalyst-free visible-light-initiated oxidative coupling of aryldiazo sulfones with thiols leading to unsymmetrical sulfoxides in air
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A facile and efficient visible-light-driven method has been developed to construct sulfoxides via oxidative coupling of aryldiazo sulfones with thiols using the O2 in air as the oxidant. This reaction could be performed at room temperature under catalyst- and additive-free conditions. The present methodology offers a mild and environmentally benign approach to obtain a library of sulfoxides in good yields with favorable functional group tolerance.
- Liu, Qishun,Wang, Leilei,Yue, Huilan,Li, Jiang-Sheng,Luo, Zidan,Wei, Wei
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supporting information
p. 1609 - 1613
(2019/04/08)
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- Method for preparing visible light promoted asymmetric sulfoxide compound
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The invention belongs to the field of organic synthetic chemistry, particularly relates to a preparation method of an asymmetric sulfoxide compound, and particularly discloses a method for synthesizing the asymmetric sulfoxide compound based on visible light catalysis. A compound shown in the formula I and a compound shown in the formula II are added to a reactor, a mixture of an organic solvent and water is added as a reaction solvent, the reactor is connected to air, under the irradiation of visible light, a reaction at a room temperature is performed for 16-40 hours; and after a detection reaction of a TLC thin layer chromatography plate is completed, pure water is added, then the extraction is performed, extract liquid is combined and dried, the extract liquid is concentrated and purified to obtain a compound shown in the formula III, and the compound is the asymmetric sulfoxide compound. The reaction conditions are mild, energy is clean, a strong oxidant is not needed, the safetyof the reaction is improved, the pollution caused by using a metal reagent is avoided, and the reaction cost is saved.
- -
-
Paragraph 0021-0028; 0054; 0055
(2019/06/11)
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- Palladium-Catalyzed Enantioselective C?H Olefination of Diaryl Sulfoxides through Parallel Kinetic Resolution and Desymmetrization
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The first example of PdII-catalyzed enantioselective C?H olefination with non-chiral or racemic sulfoxides as directing groups was developed. A variety of chiral diaryl sulfoxides were synthesized with high enantioselectivity (up to 99 %) throu
- Zhu, Yu-Chao,Li, Yan,Zhang, Bo-Chao,Zhang, Feng-Xu,Yang, Yi-Nuo,Wang, Xi-Sheng
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supporting information
p. 5129 - 5133
(2018/03/27)
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- Transition-Metal-Free Arylations of In-Situ Generated Sulfenates with Diaryliodonium Salts
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A transition-metal-free arylation of sulfenate anions generated from β-sulfinyl esters with diaryliodonium salts was developed. In this process, a new C-S bond is formed under mild reaction conditions providing a wide range of S,S-diaryl and S-alkyl S-aryl sulfoxides.
- Yu, Hao,Li, Zhen,Bolm, Carsten
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supporting information
p. 7104 - 7106
(2018/11/23)
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- Palladium/PC-Phos-Catalyzed Enantioselective Arylation of General Sulfenate Anions: Scope and Synthetic Applications
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Herein we reported an efficient palladium-catalyzed enantioselective arylation of both alkyl and aryl sulfenate anions to deliver various chiral sulfoxides in good yields (up to 98%) with excellent enantioselectivities (up to 99% ee) by the use of our developed chiral O,P-ligands (PC-Phos). PC-Phos are easily prepared in short steps from inexpensive commercially available starting materials. The single-crystal structure of the PC4/PdCl2 showed that a rarely observed 11-membered ring was formed via the O,P-coordination with the palladium(II) center. The salient features of this method include general substrate scope, ease of scale-up, applicable to the late-stage modification of bioactive compounds, and the synthesis of a marketed medicine Sulindac.
- Wang, Lei,Chen, Mingjie,Zhang, Peichao,Li, Wenbo,Zhang, Junliang
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p. 3467 - 3473
(2018/03/13)
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- Visible-Light-Driven Silver-Catalyzed One-Pot Approach: A Selective Synthesis of Diaryl Sulfoxides and Diaryl Sulfones
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An efficient one-pot approach for the synthesis of diaryl sulfoxides and diaryl sulfones using aryl thiols and aryl diazonium salts was developed. The use of a visible-light-driven silver catalysis and the subsequent singlet-oxygen-induced oxidation enabled selective synthesis of sulfoxides and sulfones in the absence of a photocatalyst. The reactions were carried out under mild reaction conditions; the desired products were obtained under air atmosphere at room temperature.
- Kim, Dong Hyuk,Lee, Juyoung,Lee, Anna
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p. 764 - 767
(2018/02/09)
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- Dramatic influence of ionic liquid and ultrasound irradiation on the electrophilic sulfinylation of aromatic compounds by sulfinic esters
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The sulfinylation reaction of aromatic and hetero-aromatic compounds with sulfinic esters as electrophiles has been investigated in different ionic liquids and by means of different Lewis acid salts in order to get moderate to good yields of asymmetrical
- Nguyen, Ngoc-Lan Thi,Vo, Hong-Thom,Duus, Fritz,Luu, Thi Xuan Thi
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- Palladium-Catalyzed Arylation of Aryl Sulfenate Anions with Aryl Bromides under Mild Conditions: Synthesis of Diaryl Sulfoxides
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A palladium-catalyzed arylation of aryl sulfenate anions generated from aryl 2-(trimethylsilyl)ethyl sulfoxides and CsF has been developed. This protocol is effective for the synthesis of diaryl sulfoxides and heteroaryl aryl sulfoxides under mild conditions employing aryl bromides. Various functional groups, including those with acidic protons, are well tolerated.
- Jiang, Hui,Jia, Tiezheng,Zhang, Mengnan,Walsh, Patrick J.
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supporting information
p. 972 - 975
(2016/03/15)
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- Magnetically separable chicken feathers: A biopolymer based heterogeneous catalyst for the oxidation of organic substrates
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Magnetically separable poultry chicken feathers were found to be an efficient, green and heterogeneous catalyst for the oxidation of alcohols and sulfides to the corresponding carbonyl compounds and sulfoxides, respectively using t-butyl hydroperoxide (TBHP) as oxidant with complete selectivity and high conversions. The developed catalyst exhibited higher stability, activity and better recycling ability than the bare magnetic nanoparticles. The designed catalyst could readily be recovered using an external magnet without showing any significant leaching during the reaction.
- Patnam, Padma L.,Bhatt, Mukesh,Singh, Raghuvir,Saran, Sandeep,Jain, Suman L.
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p. 60888 - 60895
(2016/07/11)
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- Tert-Butyl Sulfoxides: Key Precursors for Palladium-Catalyzed Arylation of Sulfenate Salts
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The present report describes an efficient and clean generation of sulfenate salts (R1SO-) by pyrolysis of readily available tert-butyl sulfoxides to give sulfenic acids (R1SOH) and traceless isobutene, followed by hydrogen abstraction with a weak inorganic base (K3PO4). The relevance of this process was exemplified through an in situ palladium-catalyzed cross-coupling reaction with aryl halides/triflates leading to aryl sulfoxides. The operationally simple C-S bond-forming protocol developed uses Pd(dba)2 as catalyst and Xantphos as ligand in toluene or a toluene/H2O mixture. Further extensions include the use of di-tert-butyl sulfoxide as an equivalent for sulfur monoxide dianion (SO2-) and the development of diastereoselective versions in the [2.2]paracyclophane and biaryl series.
- Gelat, Fabien,Lohier, Jean-Fran?ois,Gaumont, Annie-Claude,Perrio, Stéphane
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supporting information
p. 2011 - 2016
(2015/06/23)
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- Palladium catalyzed diaryl sulfoxide generation from aryl benzyl sulfoxides and aryl chlorides
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Diaryl sulfoxides are synthesized from aryl benzyl sulfoxides and aryl chlorides via three sequential catalytic cycles all promoted by a NiXantPhos-based palladium catalyst. The key step is S-arylation of a sulfenate anion. An air- and moisture-stable precatalyst derived from NiXantPhos efficiently facilitates the transformation. Various functional groups, including those with acidic protons, were tolerated. This method can also be extended to methyl and dibenzyl sulfoxides substrates.
- Jia, Tiezheng,Zhang, Mengnan,Sagamanova, Irina K.,Wang, Carol Y.,Walsh, Patrick J.
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supporting information
p. 1168 - 1171
(2015/03/14)
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- Direct S-arylation of unactivated arylsulfoxides using [Pd(IPr*)(cin) Cl]
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The direct S-arylation of unactivated arylsulfoxides catalyzed by [Pd(IPr*)(cin)Cl] is described. Several arylmethylsulfoxides were coupled to various aryl halides in moderate to good yields (17 examples, 34-85%). Scope, limitations, and reaction mechanis
- Izquierdo, Frédéric,Chartoire, Anthony,Nolan, Steven P.
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p. 2190 - 2193
(2013/10/22)
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- Mechanism of (salen)manganese(III)-catalyzed oxidation of aryl phenyl sulfides with sodium hypochlorite
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The oxidation of 4-substituted phenyl phenyl sulfides was carried out with several oxo(salen)manganese( V) complexes in MeCN/H2O9 : 1. The kinetic data show that the reaction is first-order each in the oxidant and sulfide. Electron-attracting s
- Chellamani, Arunachalam,Harikengaram, Sivalingam
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experimental part
p. 453 - 463
(2011/04/26)
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- 6-membered pseudocyclic IBX acids: Syntheses, X-ray structural characterizations, and oxidation reactivities in common organic solvents
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We designed and synthesized λ5-cyclic periodinanes 1 and 2, which are homologous to IBX (1-hydroxy-1-oxo-1H-1λ5- benzo[d][1,2]iodoxol-3-one) by one carbon, to thwart close packing of molecules in the crystal lattice to permit solubility in common organic solvents and to facilitate oxidations with enhanced reactivity. The X-ray crystal structures revealed that both 1 and 2 exist in the solid state as pseudocyclic (PC) acids, i.e., 1PC and 2PC, and that the molecules in the lattice are less weakly associated as compared to those in the parent IBX due to the twisting introduced via the sp3 benzylic carbon. Both 1PC and 2PC are found to dissolve in palpable amounts in DCM and acetonitrile to allow oxidation of a variety of alcohols and sulfides to carbonyl compounds and sulfoxides in a facile manner. The subtle differences in the sterics due to methyl and ethyl substituents in 1PC and 2PC are found to manifest in contrasting reactivities in that the oxidations of alcohols occur faster with 2PC, while those of sulfides to sulfoxides occur more rapidly with 1PC.
- Moorthy, Jarugu Narasimha,Senapati, Kalyan,Parida, Keshaba Nanda
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supporting information; experimental part
p. 8416 - 8421
(2011/03/20)
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- Aryl sulfoxides from aliyi sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/ arylation of sulfenate anions
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(Figure presented) Allylic sulfoxides, via [2,3]-sigmatropic rearrangement and oxidative addition of the resulting allylic sulfonate esters to Pd(0), are found to be excellent precursors of sulfenate anions. This hitherto unknown reactivity is applied in a new Pd(0)-catalyzed domino sequence involving sulfonate anion generation followed by arylation to afford aryl sulfoxides.
- Bernoud, Ellse,Le Duc, Gaetan,Bantrell, Xavier,Prestat, Guillaume,Madec, David,Poll, Giovanni
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scheme or table
p. 320 - 323
(2010/03/24)
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- Modified o-methyl-substituted IBX: room temperature oxidation of alcohols and sulfides in common organic solvents
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o-Methyl-substituted Me-IBX is the first modified analog of IBX that oxidizes alcohols in common organic solvents at room temperature, due to a composite of two factors, that is, low solubility and hypervalent twisting-promoted rate enhancement. Furthermore, the reagent is efficient for selective oxidation of sulfides to sulfoxides, a transformation that otherwise occurs only sluggishly with standard IBX. The facile synthetic accessibility and its mild as well as non-hazardous nature render Me-IBX a stable equivalent of Dess-Martin periodinane reagent in organic oxidations.
- Moorthy, Jarugu Narasimha,Singhal, Nidhi,Senapati, Kalyan
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- N-methylpyrolidin-2-one hydrotribromide (MPHT) as a new and efficient reagent for the oxidation of sulfides to sulfoxides and sulfones
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The stable and crystalline N-methylpyrolidin-2-one hydrotribromide (MPHT) effects oxidation of various sulfides to sulfoxides and sulfones. Copyright Taylor & Francis Group, LLC.
- Joseph, Jomy K.,Jain, Suman L.,Sain, Bir
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p. 2743 - 2747
(2007/10/03)
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- Electrochemical Imination of Sulfoxides Using N-Aminophthalimide
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(Equation Presented) A novel electrochemical sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.
- Siu, Tung,Yudin, Andrei K.
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p. 1839 - 1842
(2007/10/03)
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- Kinetics and mechanism of oxygenation of aromatic sulfides and arylmercaptoacetic acids by peroxomonophosphoric acid
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The oxygenation of aryl methyl sulfides and diaryl sulfides by peroxomonophosphoric acid in acetonitrile-water mixture follows an overall second-order kinetics, first-order in each reactant. The study of the influence of [H+] on the oxidation of phenyl methyl and diphenyl sulfides reveals that H2PO5- and HPO52- are the oxidising species in the oxidation process. In substituted phenyl methyl sulfides and diphenyl sulfides, the rate of oxygenation is accelerated by electron-donating substituents and retarded by electron-withdrawing groups, indicating the nucleophilic displacement by the sulfide sulfur on the peroxide oxygen. The negative ρ value obtained in the correlation analysis of rate constants with σ constants also shows the formation of a more positively charged sulfur species in the rate-limiting step. Studies with different alkyl phenyl sulfides (C6H5SR; R=Me, Et, Pri or But) indicate that the rate is retarded by bulky R groups. Similar kinetic results are also obtained in the peroxomonophosphoric acid oxidation of sodium phenylmercaptoacetate. On the basis of the kinetic studies, a common mechanism has been proposed.
- Thenraja, Duraisamy,Subramaniam, Perumal,Srinivasan, Chockalingam
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p. 4283 - 4290
(2007/10/03)
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- Kinetics and mechanism of oxidation of aromatic sulfides and arylmercaptoacetic acids by N-chlorosuccinimide
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Kinetic measurements of the oxidation of divalent organic sulfur compounds by N-chlorosuccinimide in acetonitrile-water mixture at constant [H+] show that the reaction is first order in both the oxidant and the organic sulfur compound. While th
- Thenraja, Duraisamy,Subramaniam, Perumal,Srinivasan, Chockalingam
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p. 2125 - 2129
(2007/10/03)
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- Kinetics and mechanism of oxidation of diphenyl sulphides by oxo(salen) manganese(V) complexes and a study of reactivity-selectivity principle
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The kinetics of oxidation of a few 4-substituted diphenyl sulphides with six oxo(salen)manganese(V) complexes has been studied in acetonitrile spectrophotometrically at 25°C. The reaction is second order overall, first order each in the complex and the su
- Chellamani,Alhaji
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p. 888 - 894
(2007/10/03)
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- Mechanism of Picolinic-acid-catalysed Chromium(VI) Oxidation of Alkyl Aryl and Diphenyl Sulphides
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The kinetics of picolinic acid (PA)-catalysed Cr(VI) oxidation of organic sulphur compounds have been studied with several alkyl aryl sulphides and diphenyl sulphides in acetic acid-water mixtures.The PA-catalysed oxidation follows third-order kinetics, f
- Srinivasan, Chockalingam,Rajagopal, Seenivasan,Chellamani, Arunachalam
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p. 1839 - 1843
(2007/10/02)
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- Mechanism of the Oxidation of Alkyl Aryl and Diphenyl Sulfides by Chromium(VI)
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The mechanism of Cr(VI) oxidation of organic sulfur compounds has been investigated by studying the rates of oxidation of 17 alkyl aryl sulfides and 6 diphenyl sulfides respectively in 50percent (v/v) aqueous acetic acid and 75:25 acetic acid-water (v/v)
- Srinivasan, Chockalingam,Chellamani, Arunachalam,Rajagopal, Seenivasan
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p. 1201 - 1205
(2007/10/02)
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- A FACILE CONVERSION OF SULFOXIMINES AND SULFONEDIIMINES TO SULFOXIDES AND SULFILIMINES WITH TERT-BUTYL NITRITE
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N-Unsubstituted sulfoximines and N-mono-tosylsulfonediimines were found to react readily with tert-butyl nitrite to give the corresponding sulfoxides and N-tosylsulfilimines in high yields with no racemization.
- Akutagawa, Kunihiko,Furukawa, Naomichi,Oae, Shigeru
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p. 369 - 374
(2007/10/02)
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- Oxidation of Diphenyl Sulphides by Phenyliodoso Diacetate - Substituent Effects and Mechanism
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The kinetics of oxidation of diphenyl sulphides by phenyliodoso diacetate have been investigated in 60percent acetonitrile - 40percent water (v/v) mixture.The reaction is second order, first order each in sulphide and phenyliodoso diacetate.Electron-relea
- Srinivasan, C.,Chellamani, A.
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p. 173 - 175
(2007/10/02)
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- OXIDATION OF SULFIDE WITH ArIO CATALYZED WITH TPPM(III)Cl
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Various sulfides were easily converted to the corresponding sulfoxides in high yields in TPPM(III)Cl-catalyzed oxidation with ArIO, to which the influence of structures of sulfides and iodosylaromatics, and kinds of metals centered on the catalysts were investigated.
- Ando, Wataru,Tajima, Rieko,Takata, Toshikazu
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p. 1685 - 1688
(2007/10/02)
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- THE REACTION OF ANHYDROUS HCl/CHLOROFORM WITH DIARYL SULFOXIDES
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The reaction of variously substituted diaryl sulfoxides with anhydrous HCl in chloroform was examined.The products ranged from the corresponding sulfides to mono- and dichlorinated sulfides and sulfoxides.The same reaction in the presence of phenol afforded primarily the corresponding sulfides accompanied by o- and p-chlorophenol.The latter reaction is an efficient means for deoxygenating diaryl sulfoxides.The mechanism of the reaction and the nature of the chlorinating species are discussed.
- Chasar, Dwight W.,Pratt, Timothy M.,Shockcor, J. P.
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p. 183 - 186
(2007/10/02)
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