Modern Trends of Organic Chemistry in Russian Universities

New Options of Multicomponent Condensations Leading to Functional Derivatives of 2-Pyridons

“…The reaction of cyclohexylidene(cyano)acetic ester 24 with 2-(4-phenylthiazol-2-yl)acetamide 35 proceeds at 20°C in ethanol and is catalyzed by sodium ethylate. The product of this reaction is 2,6-dioxo-5-(4-phenylthiazol-2-yl)-3-azaspiro [5.5]undecan-1-carbonitrile (36), a potential intermediate for the creation of anticonvulsant and analgesic drugs [29]. Considering the structure of compound 36, it is logical to assume that its formation was preceded by the formation of the corresponding Michael adduct S, which cyclizes chemoselectively to form the piperidine-2,6-dione (glutarimide) ring.…”

“…Multicomponent condensations initiated by sequential Knoevenagel, Michael, or nucleophilic vinyl substitution reactions expand the scope of this synthetic approach for the preparation of practically important organic compounds containing 2-pyridone as the main structural fragment [35][36][37].…”

Synthesis, Structure, and Synthetic Potential of Arenediazonium Trifluoromethanesulfonates as Stable and Safe Diazonium Salts

“…Importantly, this method for the synthesis of arenediazonium triflates is not suitable for the synthesis of pyridine‐ and quinolinediazonium triflates. Their diazotization in the presence of TsOH or TfOH produces pyridyl and quinolinyl tosylates and triflates instead of diazonium salts (see review).…”

Multicomponent Synthesis and Molecular and Crystal Structure of New Derivatives of Partially Hydrogenated Quinolines

“…The multicomponent condensation of aromatic and heterocyclic aldehydes, cyanothioacetamide, cyclohexanone enamine, and alkylating reagents, studied in the present work, makes it possible to prepare bi-, tri-, and tetracyclic heterocyclic systems containing a partially hydrogenated quinoline nucleus. On the whole, such systems can be promising intermediates in the search for new organic molecules with predictable properties [21][22][23][24].…”

“…H NMR spectrum, δ, ppm (J, Hz): 1 24. 1.51 m (2H, CH 2 ), 1.53-1.74 m (2H, CH 2 ), 2.04 s (3H, Me), 2.48 t (2H, CH 2 , J 6.3), 3.07 t (2H, CH 2 , J 6.5), 3.79 s (3H, MeO), 7.01 d (2H arom , J 9.3), 7.16-7.24 m (2H arom ), 7.26-7.41 m (4H arom ), 8.12 s (1H, H 2 ).…”