24301-97-1Relevant articles and documents
Aqueous CO2fixation: construction of pyridine skeletons in cooperation with ammonium cations
Fan, Weibin,Guo, Shiwei,Huang, Deguang,Li, Yinghua,Xiang, Shiqun,Zhang, Wei
supporting information, p. 7950 - 7955 (2021/10/29)
A simple and green method is explored for the synthesis of fused pyridines by [2 + 2 + 1 + 1] the cycloaddition of ketones with an ammonium cation under a CO2atmosphere. The reactions employed ammonium cation as a nitrogen source and CO2gas as a carbon source in an aqueous solution. Monoethanolamine (MEA) was used as an additive to increase the solubility of CO2in an aqueous solution. The scope and versatility of the method are demonstrated with 38 examples. Products are found to be photosensitive and show potential applications as organic optoelectronic materials. A selectfluor-promoted reaction mechanism is proposed based on the experimental studies. Our work is superior as it is a metal-free system, uses CO2as a carbon source and MEA as an additive in aqueous synthesis.
A Method to Access Symmetrical Tetrasubstituted Pyridines via Iodine and Ammonium Persulfate Mediated [2+2+1+1]-Cycloaddition Reaction
Liu, Weibing,Tan, Hua,Chen, Cui,Pan, Yupeng
supporting information, p. 1594 - 1598 (2017/05/05)
A novel metal-free [2+2+1+1]-cycloaddition method for rapid and productive preparation of symmetrical 2,3,5,6-tetrasubstituted pyridines has been developed from α-substituted arones and N,N-dimethyl formamide (DMF) using iodine (I2) and ammonium persulfate ((NH4)2S2O8) as mediators. In this process, both DMF and (NH4)2S2O8 play a dual role for the formation of pyridines. DMF acts as the reaction medium and the C4 source (the methyl group of DMF), while (NH4)2S2O8 serves as the oxidant and nitrogen resource. Notably, this transformation exhibited a broad substrate scope towards a wide variety of different arones to give the corresponding tetrasubstituted pyridines in moderate to excellent yields. (Figure presented.).
Site-selective synthesis of arylated pyridines by Suzuki-Miyaura reactions of 2,3,5,6-tetrachloropyridine
Reimann, Sebastian,Ehlers, Peter,Parpart, Silvio,Surkus, Annette,Spannenberg, Anke,Langer, Peter
supporting information, p. 5371 - 5384 (2015/07/15)
Site-selective arylation of commercially available 2,3,5,6-tetrachloropyridine has been accomplished, using the Suzuki-Miyaura reaction. The reaction conditions were thoroughly optimized, allowing the selective synthesis of mono-, di-, tri- and tetraarylated pyridines in good to quantitative yields. In addition, we studied the electrochemical properties of selected tetraarylpyridines by DPV-measurements.