82745-24-2Relevant academic research and scientific papers
Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates
Zhao, Fengqian,Wu, Xiao-Feng
supporting information, p. 2400 - 2404 (2021/07/28)
Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.
Catalyst-free arylation of sulfonamidesviavisible light-mediated deamination
Ding, Hao,Ding, Qiuping,Du, Xian,Li, Yi-Hui,Liu, Bing-Zhe,Lu, Shi-Man,Luo, Yong,Qi, Wan-Ying,Xu, Xiao-Hong,Xue, Can,Yuan, Han,Zhen, Jing-Song
, p. 9556 - 9560 (2021/07/25)
A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfonesviaa visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.
Method for preparing diphenyl sulfone compound through catalysis of palladium acetate
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Paragraph 0021; 0022, (2019/07/04)
The invention discloses a method for preparing a diphenyl sulfone compound shown in formula (III) through catalysis of palladium acetate. The method comprises the following steps: fully reacting a bromobenzene compound as shown in formula (I), sodium sulfate and a benzoic acid compound as shown in formula (II) in a reaction medium with dimethylformamide (DMF) as a solvent under the action of palladium acetate as a catalyst and alkali metal carbonate as a base to prepare a reactant, and carrying out aftertreatment on the reactant to prepare the diphenyl sulfone compound. The catalyst is 20-mol%equivalent of the palladium acetate, and the alkali metal carbonate is cesium carbonate; in a reaction formula as shown in specification, R1 is selected from one of the following components: hydrogenand methyl; R2 is selected from one of the following components: hydrogen, methyl, methoxyl and trifluoromethoxy; the raw materials are simple, convenient and easy to obtain, and the preparation conditions are mild; the cost is low, and the requirement on equipment is low; aftertreatment is facilitated; and a catalytic system has wide adaptability and is suitable for large-scale industrial production.
Copper catalyzed synthesis of unsymmetrical diaryl sulfones from an arenediazonium salt and sodium p-toluenesulfinate
Gund, Sitaram Haribhau,Shelkar, Radheshyam Suresh,Nagarkar, Jayashree Milind
, p. 62926 - 62930 (2015/08/06)
Aryl sulfones have been for the first time synthesized by the reaction of sodium p-toluenesulfinate and arenediazonium salts using a CuI catalyzed homogeneous system. The developed protocol is a simple and efficient new route for the synthesis of diaryl sulfones with excellent product yields. The mild reaction conditions tolerate a range of functional groups. The best results were obtained with CuI, N,N′-dimethylethylenediamine, TBAI and K2CO3 in dimethyl sulfoxide at 100°C under an inert atmosphere.
CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides
Fu, Ying,Zhu, Wenbo,Zhao, Xingling,Huegel, Helmut,Wu, Zhouqiang,Su, Yuhu,Du, Zhengyin,Huang, Danfeng,Hu, Yulai
supporting information, p. 4295 - 4299 (2014/06/23)
In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.
Polystyrene supported Al(OTf)3: A stable, efficient, selective, and reusable catalyst for sulfonylation of arenes with sulfonic acids
Boroujeni, Kaveh Parvanak
experimental part, p. 1887 - 1890 (2010/11/18)
Cross-linked polystyrene supported aluminium triflate (Ps-Al(OTf) 3) was found to be an efficient and chemoselective heterogeneous Lewis acid catalyst for the direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The solid acid catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency.
Sulfonylation of aromatic compounds with sulfonic acids using silica gel-supported AlCl3 as a heterogeneous Lewis acid catalyst
Parvanak Boroujeni, Kaveh
experimental part, p. 197 - 203 (2010/11/05)
Silica gel-supported aluminum chloride (SiO2-AlCl3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for direct conversion of arenes to sulfones using sulfonic acids as sulfonylating agents. The catalyst can be prepared easily with cheap starting materials and is stable (as a bench-top catalyst) and reusable.
Sulfonylation of arenes with sulfonamides
Yao, Bangben,Zhang, Yuhong
, p. 5385 - 5388 (2008/12/21)
In the presence of triflic anhydride, sulfonylation of arenes with sulfonamides proceeded smoothly in Cl2CHCHCl2 at 80-140 °C, which gave rise to the desired products in good to excellent yields.
A general copper-catalyzed sulfonylation of arylboronic acids
Kar, Anirban,Sayyed, Lliyas Ali,Lo, Wei Fun,Kaiser, Hanns Martin,Beller, Matthias,Tse, Man Kin
, p. 3405 - 3408 (2008/02/12)
A general copper-catalyzed method for the sulfonylation of arylboronic acids with sulfinate salts is described. A variety of alkyl-aryl, diaryl, and alkyl-heteroaryl sulfones were synthesized in good yield.
Structure and reactivity of new phosphine ligands containing the hemi-labile sulfone moiety
Chapman, Christopher J.,Frost, Christopher G.,Mahon, Mary F.
, p. 2251 - 2262 (2007/10/03)
New heterofunctional phosphine ligands have been synthesised, incorporating the substitutionally labile sulfone and sulfonamide moieties as chelating groups, which display activity in the palladium-catalysed Suzuki and amination cross-coupling reactions.
