- Highly efficient Sandmeyer reaction on immobilized CuI/CuII-based catalysts
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Highly effective embodiment of Sandmeyer reaction has been revealed for Cu-based catalysts incorporating ionic liquid on Silochrom support. The most active catalyst (TOF = = 4000–8000 h–1) contains comparable amounts of cuprous and cupric chloride anions. The reported method allows one to carry out the reaction for anilines in the one-pot mode.
- Tarkhanova, Irina G.,Gantman, Michail G.,Sigeev, Alexander S.,Maslakov, Konstantin I.,Zelikman, Vladimir M.,Beletskaya, Irina P.
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p. 261 - 263
(2018/06/01)
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- Nitromethane as a cyanating reagent for the synthesis of thiocyanates
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Nitromethane has been developed to be an effective cyanating reagent for the synthesis of thiocyanates. In the presence of iodine and base, a wide range of disulfides were reacted with nitromethane smoothly to give diverse thiocyanates in moderate to good yields.
- Wang, Zuo-Hui,Ji, Xiao-Ming,Hu, Mao-Lin,Tang, Ri-Yuan
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supporting information
p. 5067 - 5070
(2015/08/06)
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- Transition-metal-free cross-coupling of thioethers with aryl(cyano)iodonium triflates: A facile and efficient method for the one-pot synthesis of thiocyanates
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A novel transition-metal-free cross-coupling method for the one-step synthesis of thiocyanates via the C-S bond cleavage of readily available thioethers with aryl(cyano)-iodonium triflates as the cyanating agent is developed. This process features relatively broad substrate scopes, less-toxic hypervalent iodine reagents, mild operating conditions, excellent functional group compatibilities, and affords various thiocyanates in moderate to good yields. This journal is
- Zhu, Dan,Chang, Denghu,Shi, Lei
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supporting information
p. 7180 - 7183
(2015/04/27)
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- Copper-catalyzed cyanation of disulfides by azobisisobutyronitrile leading to thiocyanates
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The copper-catalyzed cyanation of disulfides by azobisisobutyronitrile (AIBN) was developed, leading to thiocyanates in moderate to good yields. This procedure tolerates a series of functional groups, such as chloro, nitro, methyl and methoxycarbonyl in the phenyl ring of disulfides. Notably, it enables the use of two ArS units in (ArS)2. CuI was found to be essential for the in situ formation of cyanide anions. This journal is
- Teng, Fan,Yu, Jin-Tao,Yang, Haitao,Jiang, Yan,Cheng, Jiang
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supporting information
p. 12139 - 12141
(2014/12/11)
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- Catalytic thiocyanation of aryldiazonium salts in the presence of copper salts
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Aryldiazonium fluoroborates readily react with potassium thiocyanate in the presence of the CuI/CuII/Phen catalytic system to give arylthiocyanates in high yields.
- Beletskaya, Irina P.,Sigeev, Alexander S.,Peregudov, Alexander S.,Petrovskii, Pavel V.
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p. 250 - 251
(2007/10/03)
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- Improved procedure to aryl thiocyanates: A new synthetic application of dry arenediazonium o-benzenedisulfonimides
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Aryl thiocyanates 3 (22 examples) were easily prepared by reaction of dry arenediazonium o-benzenedisulfonimides 1 and sodium thiocyanate (2) in anhydrous acetonitrile at room temperature (20-25 °C) in the presence of copper powder (Procedure A) and at 50 °C or room temperature without the metal catalyst (Procedure B). The yields were from very good to excellent in Procedure A (average yield = 83%), and from modest to excellent in Procedure B (average yield = 63%). In comparison with the thiocyanod-ediazoniation carried out under traditional Sandmeyer-type conditions, the yields of 3 were higher and the isothiocyanate isomers were formed only in traces. Moreover, the results obtained in the absence of copper confirm the role of the anion of salts 1 as an electron transfer agent.
- Barbero,Degani,Diulgheroff,Dughera,Fochi
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p. 585 - 590
(2007/10/03)
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