- Metal-free O-H/C-H difunctionalization of phenols by o-hydroxyarylsulfonium salts in water
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An environmentally benign method for C-H/O-H difunctionalization of phenols with sulfoxides under mild conditions has been developed. The reaction process is mediated by an electrophilic aromatic substitution and subsequent selective aryl or alkyl migrati
- Chen, Dengfeng,Feng, Qingyuan,Yang, Yunqin,Cai, Xu-Min,Wang, Fei,Huang, Shenlin
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Read Online
- Synthesis of aryl sulfides via radical–radical cross coupling of electron-rich arenes using visible light photoredox catalysis
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Electron-rich arenes react with aryl and alkyl disulfides in the presence of catalytic amounts of [Ir(dF(CF3)ppy)2(dtbpy)]PF6 and (NH4)2S2O8 under blue light irradiation to yield arylthiols. The reaction proceeds at room temperature and avoids the use of prefunctionalized arenes. Experimental evidence suggests a radical–radical cross coupling mechanism.
- Das, Amrita,Maity, Mitasree,Malcherek, Simon,K?nig, Burkhard,Rehbein, Julia
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Read Online
- Phenyliodine(III) Bis(trifluoroacetate) (PIFA)-Mediated Synthesis of Aryl Sulfides in Water
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An environmentally benign method for the synthesis of aryl sulfides in water under mild conditions has been realized, in which arenes are coupled with equal stoichiometry of allyl sulfides. This arylthiolation is enabled by the presence of the Lipshutz su
- Feng, Qingyuan,Chen, Dengfeng,Hong, Mei,Wang, Fei,Huang, Shenlin
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p. 7553 - 7558
(2018/05/14)
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- Preparation method of aromatic sulfide compound
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The invention discloses a preparation method of an aromatic sulfide compound. The preparation method comprises adding a substrate A, a substrate B and an acid into a reactor, adding an ionic liquid as a reaction solvent into the reactor, heating and stirring the solution for a reaction, after the reaction is finished, extracting the product though an organic solvent, carrying out rotary evaporateion to remove the solvent, and carrying out column chromatography or recrystallization to obtain a product. The preparation method has the advantages that (1) the reaction occurs in the ionic liquid and the imidazole type ionic liquid as a reaction medium has a low price, low volatility and recoverability, (2) the reaction condition is mild and other metal catalysts and a reducer are not used, and (3) a yield is high, operability is strong and industrial production feasibility is obtained.
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Paragraph 0023-0025
(2017/06/02)
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- Acid-induced chemoselective arylthiolations of electron-rich arenes in ionic liquids from sodium arylsulfinates: The reducibility of halide anions in [Hmim]Br
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An acid-induced protocol for the chemoselective arylthiolations of electron-rich arenes in ionic liquids from sodium arylsulfinates is introduced. The chemistry, in which [Hmim]Br (heaxylmethylimidazolium bromide) is used as both a solvent and a reducer, provides several advantages including odorless and simple operation, inexpensive reagents, recyclable solvents and gram-scale synthesis.
- Xu, Zhu-Bing,Lu, Guo-Ping,Cai, Chun
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supporting information
p. 2804 - 2808
(2017/04/04)
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- Metal- and additive-free oxygen-atom transfer reaction: an efficient and chemoselective oxidation of sulfides to sulfoxides with cyclic diacyl peroxides
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Metal- and additive-free oxidation of a series of sulfides/thioketones has been achieved using cyclic diacyl peroxides as mild oxygen sources. This protocol features simple manipulation, high chemo- and diastereoselectivity, and a broad substrate scope (up to 42 examples), tolerates many common functional groups, and is scalable and applicable to the late-stage sulfoxidation strategy. A preliminary mechanistic study by quantum mechanical calculations suggests that a single two-electron transfer process is energetically more favorable, and indicates the reactivity of cyclic diacyl peroxides distinct from conventional acyclic acyl peroxides.
- Gan, Shaoyan,Yin, Junjie,Yao, Yuan,Liu, Yang,Chang, Denghu,Zhu, Dan,Shi, Lei
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supporting information
p. 2647 - 2654
(2017/04/03)
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- Iodine-mediated thiolation of phenol/phenylamine derivatives and sodium arylsulfinates in neat water
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An efficient and convenient protocol for iodine-mediated thiolation of phenols/phenylamines with sodium benzene-sulfinates in water has been achieved. In this transformation, environment-friendly conditions (including metal-free and water as solvent) are employed under air conditions, and a series of valuable thioethers are easily obtained in moderate to good yields.
- Wang, Dingyi,Zhang, Rongxing,Lin, Sen,Yan, Zhaohua,Guo, Shengmei
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p. 108030 - 108033
(2016/01/09)
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