Application of novel nanostructured dinitropyrazine molten salt catalyst for the synthesis of sulfanylpyridines via anomeric based oxidation

作者：Zolfigol Mohammad Ali^*; Safaiee Maliheh^*; Ebrahimghasri Bahar; Baghery Saeed; Alaie Saied; Kiafar Mahya; Taherpour Avat; Bayat Yadollah; Asgari Asiye

来源：Journal of the Iranian Chemical Society, 2017, 14(9): 1839-1852.

DOI：10.1007/s13738-017-1123-z

• Anomeric based oxidation
• 2-Amino-3,5dicarbonitrile-6-sulfanylpyridine
• 1,4-Dinitropyrazine-1,4diium trinitromethanide {[1,4-pyrazine-NO2][C(NO2)(3)](2)}
• Nanostructured molten salt
• Theoretical study

1,4-Dinitropyrazine-1,4-diium trinitromethanide {[1,4-pyrazine-NO2][C(NO2)(3)](2)} as a novel nanostructured molten salt (NMS) catalyzed the synthesis of 2-amino3,5-dicarbonitrile-6-sulfanylpyridine derivatives via the one-pot three-component condensation reaction between several aromatic aldehyde, malononitrile and benzyl mercaptan at room temperature under solvent-free conditions. The synthesized NMS catalyst was fully characterized by FTIR, H-1 NMR, (CNMR)-C-13, mass, thermal gravimetric, X-ray diffraction patterns, scanning electron microscopy and transmission electron microscopy analysis. The major advantages of described methodology are mildness, ease of separation, good yields and short reaction times. A rational mechanism was suggested for the final step of the 2-amino3,5-dicarbonitrile-6-sulfanylpyridines synthesis. We think that the proposed mechanism has potential for entering into the graduate text book in the future.

• 出版日期2017-9