113485-28-2Relevant articles and documents
Streamlined Routes to Phenacyl Azides and 2,5-Diarylpyrazines Enabled by Deep Eutectic Solvents
Vitale, Paola,Cicco, Luciana,Messa, Francesco,Perna, Filippo Maria,Salomone, Antonio,Capriati, Vito
, p. 5557 - 5562 (2019/08/21)
A Deep Eutectic Solvent like choline chloride/glycerol (1:2 mol mol–1) proved to be an effective, sustainable reaction medium to easily synthesize both phenacyl azides and symmetrical 2,5-diarylpyrazines of interest in pharmacology and in coordination chemistry. Notable features of our report include: (i) nucleophilic substitution reactions of α-halo carbonyl compounds to the corresponding phenacyl azides compatible with the eutectic mixture, (ii) the reduction of phenacyl azides to α-amino carbonyl compounds, which undergo spontaneous dimerisation/cyclisation/aromatisation in the same eutectic mixture to provide valuable pyrazines. Telescoped, one-pot, two-steps stoichiometric/catalytic processes have also been successfully developed to furnish 2,5-diarylpyrazines in up to 95 % yield.
Highly efficient synthesis of 2,5-disubstituted pyrazines from (Z)-β-haloenol acetates
Chen, Zhengwang,Ye, Dongnai,Xu, Guohai,Ye, Min,Liu, Liangxian
supporting information, p. 6699 - 6702 (2013/10/01)
A highly efficient synthesis of a wide range of 2,5-disubstituted pyrazines from (Z)-β-haloenol acetates is described. The reactions are conducted under convenient conditions and provide products with excellent regioselectivity in moderate to excellent yields with a broad substrate scope, including a variety of aromatic and aliphatic haloenol acetates.
Syntheses and Photophysical Properties of Some 5(2)-Aryl-2(5)-(4-pyridyl)oxazoles and Related Oxadiazoles and Furans
Hall, J. Herbert,Chien, Joseph Yuming,Kauffman, Joel M.,Litak, Peter T.,Adams, Jeffrey K.,et al.
, p. 1245 - 1273 (2007/10/02)
A number of 5-aryl-2-(4-pyridyl)oxazoles, a 2-aryl-5-(4-pyridyl)oxazole, the related oxadiazole and furan, several 2-(4-pyridyl)cycloalkanooxazoles, and many of their quaternary salts were prepared.No single standard synthesis was effective for preparation of more than a few of the 25 free bases described; methods often unique to a base were employed.Minor variations in structure sometimes produced large differences in absorption and emission wavelengths, as well as in the magnitude of the extinction coefficient.The salts are of interest as laser dyes, scintillation fluors, biological stains, and shifters for luminescent solar concentrators.
