CHEMICAL SOCIETY REVIEWS
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2025
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IF 39
Wei Xiao,Jian-Qiang Chen,Jie Wu
Sulfur dioxide is a toxic atmospheric pollutant, primarily emitted from the combustion of sulfur-containing fossil fuels. The development of clean and cost-effective chemical processes for capturing SO2 has garnered significant interest from both industry and academia. On the other hand, sulfonyl-derived functional groups occupy a significant position in pharmaceuticals, agrochemicals and materials science. As versatile building blocks, sulfonyl groups can be utilized in a variety of bond-forming reactions in modern organic chemistry. Thus, the direct synthesis of these SO2-containing compounds from SO2 under mild conditions represents a more atom-efficient and greener approach. Owing to the troublesome issue of using toxic and malodorous gaseous SO2, sulfonylation reactions involving diverse SO2 surrogates provide an efficient and promising method for the synthesis of SO2-containing compounds. Since 2014, radical-mediated SO2 insertion strategies have attracted significant attention. By using photocatalysis, electrochemistry, transition-metal catalysis, and thermal initiation, significant progress has been made toward radical sulfonylation with SO2 surrogates. This review highlights the advances from the past decade that provide readers with essential tools for designing and implementing radical sulfonylation using SO2 surrogates in organic synthesis.
研究领域:
有机化学
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环境化学
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产品关联
DOI
PubMed
高影响因子
TETRAHEDRON LETTERS
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2020
·
IF 2.275
Youming Huang,Hongyi Chen,Wenting Zheng,Qingle Zeng
A new protocol for the synthesis of (enantioenriched) benzylic sulfones via the Cu 2 O-catalyzed C–S bond cross coupling of alkane-/arene-sulfinates and (enantioenriched) benzylic quaternary ammonium salts has been developed. The product benzylic sulfones were obtained in good to high yields (75–96%). Chiral arylmethyl sulfones with high enantiomeric excess (90–94% ee) were also synthesized in the presence of Cu 2 O and 1,1′-bis-(diphenylphosphino)ferrocene (dppf).
研究领域:
有机化学
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合成化学
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产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
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2024
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IF 3.3
Hui Xu,Zhi-Jiang Jiang,Yun Jia,Yuhang Su,Jian-Fei Bai,Zhanghua Gao,Jia Chen,Kun Gao
Aromatic sulfones are the prevailing scaffolds in pharmaceutical and material sciences. However, compared to their widespread application, the selective deuterium labeling of these structures is restricted due to their electron-deficient properties. This study presents two comprehensive strategies for the deuteration of aromatic sulfones. The base-promoted deuteration uses DMSO-d6 as the deuterium source, resulting in a rapid H/D exchange within 2 h. Meanwhile, a silver-catalyzed protocol offers a much milder option by using economical D2O to furnish the labeled sulfones.
研究领域:
药物化学
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材料科学
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有机合成
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DOI
PubMed
高影响因子
Chemistry-An Asian Journal
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2023
·Vol. 18
·期 23
·e202300757
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IF 4.1
Honglei Zhang,Haibo Zhu,Yingying Zhang,Gaowen Ren,Weiwei Fang,Qiangwen Fan,Zongbo Xie
Graphical An efficient nickel-catalysed sulfonylation of readily available boronic acids, K 2 S 2 O 5 and 2-chlorobenzothiazoles has been successfully developed for the synthesis of structurally diverse (hetero)aryl sulfones without additional bases. A redox-neutral nickel-catalysed sulfonylation for arylsulfone synthesis was developed. (Hetero)aryl boronic acids reacted with potassium metabisulfite (K 2 S 2 O 5 ) and readily available 2-chlorothiazoles in the presence of air-stable Ni(OTf) 2 and 4,4-di- tert -butyl bipyridine (dtbpy) as a commercially available ligand to produce the corresponding 2-sulfonylthiazoles in moderate to excellent yields. This practical protocol tolerates a wide range of substrates including boronic acids and 2-chloro(benzo)thiazoles without additional bases, allowing the direct synthesis of functional arylsulfones.
研究领域:
有机化学
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合成化学
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DOI
PubMed
高影响因子
GREEN CHEMISTRY
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2014
·Vol. 16
·期 6
·3007-3012
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IF 6.852
Chao Shen,Jun Xu,Wenbo Yu,Pengfei Zhang
Aryl sulfones were synthesized using a highly active and easily recoverable heterogeneous Cu catalyst which was prepared by simply stirring an aqueous suspension of chitosan in water with copper salts. The chitosan@copper catalyst catalyzed the coupling reactions of aryl halides with sodium sulfinates to readily give the corresponding sulfones in good to excellent yields. The highly active catalyst can be reused many times without losing its catalytic activity. In addition, by using this protocol, the marketed drug zolimidine (antiulcer) could be synthesized easily.
研究领域:
有机化学
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药物合成
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DOI
高影响因子
FOOD CONTROL
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2022
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IF 6.652
Jian-Jun Zhong,Liping Xia,Liuru Xue,Boyu Liu,Lingling Zhao,Hua Ye,Zhanming Li
Histamine food poisoning (HFP) or scombrotoxic fish poisoning is a major public health concern associated with seafood and seafood products containing copious amounts of free histidine , which may be decarboxylated into scombrotoxic histamine, the main culprit of HFP. Moreover, the deamination product of the histidine, trans -urocanic acid, is assumed to be scombrotoxic by degranulating mast cells to release endogenous histamine after isomerizing to the cis -form, as well as known to have immunosuppressive effects. In recognition of the potential health risks associated with the histidine degradatives, this work aimed to provide a method for the simultaneous determination of histidine, histamine, and urocanic acid isomers in food, based on precolumn dansylation and subsequent reversed-phase HPLC analysis. The dansylation conditions were optimized for yield with the design of experiments approach consisted of a center point-enhanced 2 4 factorial design followed by sequential steepest ascent searches. Satisfactory chromatographic separation of fish sauce was achieved within 9 min by retention modeling of both the analytes and potentially interfering peaks. The method was fully validated with limits of detection between 0.004 and 0.017 mg 100 g −1 fish sauce, and successfully applied to several fish sauce samples, in which the histamine and urocanic acid levels were found low and unlikely of concern, with correspondingly low levels of the precursor histidine.
研究领域:
食品科学
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分析化学
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公共卫生
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DOI
高影响因子
Journal of Materials Chemistry A
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2020
·Vol. 8
·期 23
·11811-11817
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IF 11.301
Wenfei Wei,Wensong Zou,Dazhong Yang,Renji Zheng,Ranhao Wang,Hong Chen
Porous and conductive organic polymer materials are of great importance to achieve high-efficiency desalination by using the battery deionization technique. Herein, the first conductive porous polymer electrode, based on poly(anthraquinonyl sulfide) (PAQS), has been successfully fabricated and demonstrated with high efficiency for natural seawater battery deionization (BDI). The merits of this electrode benefit from the low charge transfer resistance, abundant pores and highly redox-active characteristics of PAQS. Moreover, different from reported materials, the as-fabricated electrode can be used to remove multiple cations simultaneously from natural seawater. The removal capacity achieved in natural seawater for Na+, K+, Mg2+, and Ca2+ is up to 50.0 mg g−1, 2.3 mg g−1, 5.9 mg g−1, and 1.7 mg g−1, respectively. A detailed mechanism study reveals that PAQS undergoes a multiple ion insertion and extraction process through a reversible redox reaction within the CO groups of PAQS during the electrochemical process. The present study not only reported the first porous conductive polymer electrode for highly efficient BDI, but also paves the way for developing novel organic polymer electrodes for seawater and saline water desalination.
研究领域:
材料科学
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环境工程
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DOI
高影响因子
IONICS
·
2022
·Vol. 28
·期 9
·4103-4110
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IF 2.961
Liu Hui,Zhu Weichen,Zhou Hongyan,Wang Jianzhong
The development of dual-ion metal-free batteries is restricted by the strong self-discharge effect and dissolution of some anode active materials in the polar electrolyte. This in turn leads to low coulombic efficiency and discharge capacity loss. It is of great significance to alleviate this phenomenon through the redox reactions of polymeric active materials. In this study, a metal-free poly(anthraquinonyl sulfide)-graphite battery was constructed based on a pure N -butyl- N -methylpiperidinium bis(trifluoromethylsulfonyl)imide ionic liquid electrolyte. The cell had a discharge capacity of 70.5 mAh g −1 (0.1 C) and a capacity retention rate of 98.6% after 100 cycles, with a coulombic efficiency of 98.3% (1 C). Comparative studies proved that the self-discharge effect of poly(anthraquinonyl sulfide)-graphite batteries is weaker than that of some dual-graphite batteries. Cyclic voltammetry experiments revealed that the redox reaction was highly reversible. Most significantly, this type of poly(anthraquinonyl sulfide)-graphite batteries provides a new way for the design of metal-free dual-ion batteries with excellent long-term cycling performance and minimal self-discharge effect. Graphical abstract
研究领域:
材料科学
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电化学
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DOI
高影响因子
EUROPEAN JOURNAL OF MASS SPECTROMETRY
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2016
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IF 1.011
Shanshan Wang,Guohua Zhu,Mengmeng Chen,Jinsong Liu,Kezhi Jiang
p-Chloroaniline is one of the banned aromatic amines in azo dyes, but it is very difficult to distinguish it from its isomers due to their identical retention time in chromatography and similar mass spectra. In this work, derivatization of the isomeric chloroanilines was carried out to yield the corresponding N-tosyl chloroanilines, which were completely separated by gas chromatography and also possessed clearly different electron ionization mass spectra. Thus, the three isomers could be differentiated and determined at the same time. Density functional theory calculation results indicated that the effect of the substituent pattern in electron ionization mass spectrometry is mainly due to the difference in the stability of the product ion (P2) at m/z 126, originating from the loss of tosyl radical from the precursor ion.
研究领域:
分析化学
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染料工业
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环境科学
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DOI
PubMed
高影响因子
ADVANCED SYNTHESIS & CATALYSIS
·
2017
·Vol. 359
·期 5
·841-847
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IF 5.646
Kui Zeng,Lang Chen,Yi Chen,Yongping Liu,Yongbo Zhou,Chak-Tong Au,Shuang-Feng Yin
The atom-economic and one-pot regio- and stereoselective addition of sodium arenesulfinates to either alkynes or alkenes can be achieved with an iron(III) chloride hexahydrate [FeCl 3 ⋅6 H 2 O] catalytic system to afford β-haloalkenyl and β-chloroalkyl sulfones in moderate to good yields.
研究领域:
有机化学
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合成化学
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药物化学
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催化化学
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分子化学
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DOI
高影响因子
ChemPlusChem
·
2024
·
IF 3
Yong Wang,Xueying Lin,Xianyu Ying,Shan Hu,Hongjun Zhu
A facile C–H amination of quinazoline employing N-fluorobenzenesulfonimide (NFSI) as the amination source has been disclosed in the absence of any metal, oxidant or additive. The methodology shows a board range of quinazolines with different functional groups in moderate to good yields up to 87%. Furthermore, gram-scale reaction, desulfonylation to amine and synthesis of pharmaceutical intermediate were also investigated, which demonstrates potential applications in medicinal chemistry. A plausible amination mechanism is proposed via F+ transfer accompanied by the removal of one molecule of PhSO2F. DFT studies with experimental work suggest that the mechanism via F+ transfer is more favorable than the free radical one.
研究领域:
有机化学
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药物化学
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合成化学
✓ 已验证
DOI
PubMed
高影响因子
EUROPEAN JOURNAL OF MASS SPECTROMETRY
·
2018
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IF 1
Shanshan Wang,Yuanyuan Cheng,Mengmeng Chen,Kezhi Jiang
Differentiation of the isomeric haloanilines still remains a challenging and necessary analytic task due to their identical retention time in chromatography and similar mass spectra. In this work, p-tosylation of haloanilines by reaction of haloanilines with p-toluenesulfonyl chloride resulted in the corresponding N-tosyl haloanilines. Fragmentation of protonated N-tosyl haloanilines in electrospray ionization tandem mass spectrometry (ESI-MS/MS) mainly resulted in tosyl cation, haloaniline radical cation, and halohydroxyaniline radical cation. The MS/MS of the three group isomeric derivatives showed significant difference in abundance distribution of these product ions, respectively. Theoretical calculations showed that the stability of the ion-neutral complex (INC) is a key factor influencing the relative intensity of the product ions. The three group isomeric derivatives were also separated by high performance liquid chromatograph (HPLC) at conventional conditions. p-Tosylation combined tandem MS (or HPLC) technique were carried out to realize the differentiation of isomeric haloanilines.
研究领域:
分析化学
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质谱学
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有机化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）