Abstract:
β-Diketones and β-oxo esters are thiocyanated with the NaSCN/(NH4)2 Ce(NO3)6 system or with pre-generated dirhodanogen. Malonates undergo thiocyanation only with the NaSCN/(NH4)2 Ce(NO3)6 system.
Citation:
A. O. Terent'ev, M. Yu. Sharipov, A. P. Glinuskin, I. B. Krylov, D. V. Gaidarenko, G. I. Nikishin, “Difference in α-thiocyanation of malonates, β-oxo esters and β-diketones with sodium thiocyanate and cerium(IV) ammonium nitrate”, Mendeleev Commun., 26:3 (2016), 226–227
Linking options:
https://www.mathnet.ru/eng/mendc2167
https://www.mathnet.ru/eng/mendc/v26/i3/p226
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Mikhail Yu. Sharipov, Igor B. Krylov, Ivan D. Karpov, Olga V. Vasilkova, Anna-Maria V. Oleksiienko, Alexander O. Terent'ev, “NaSCN–(NH4)2Ce(NO3)6 system in heterocycle thiocyanation: synthesis of novel highly potent broad-spectrum fungicides for crop protection”, Chem Heterocycl Comp, 57:5 (2021), 531
Shiyan Gong, Peng Wang, Zhiyou Wei, Bin Yang, Xiling Xu, Hongguang Xu, Weijun Zheng, “Microsolvation of Sodium Thiocyanate in Water: Gas Phase Anion Photoelectron Spectroscopy and Theoretical Calculations”, J. Phys. Chem. A, 124:38 (2020), 7816
Igor B. Krylov, Stanislav A. Paveliev, Olesya K. Matveeva, Alexander O. Terent'ev, “Cerium(IV) ammonium nitrate: Reagent for the versatile oxidative functionalization of styrenes using N-hydroxyphthalimide”, Tetrahedron, 75:17 (2019), 2529
Ricaurte Rodríguez, Daniel E. Vicentes, Justo Cobo, Manuel Nogueras, “Synthesis of new 1,2-diaryl[2]benzopyrano[3,4-d]imidazol-5(1H)-one derivatives mediated by ceric ammonium nitrate”, Tetrahedron Letters, 58:15 (2017), 1487
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