Transamination with enamidines and a new method for the synthesis of oxolinic acid

New synthesis of pyrido[4,3-b]indoles (γ-carbolines) on the basis of indolin-2-one lactim ether

“…7 In order to confirm this on the example of сompounds 7а and 8 obtained in this work, we studied their reaсtions with some amines. It turned out that ethoxymethyl idenedinitrile 8 smoothly reacts both with secondary amines, morpholine and N methylpiperazine, and with primary amine, 2 diethylaminoethylamine.…”

Synthesis of N-substituted aminomethylene-benzofuran-2-ones

“…The precipitate of compound VIII was separated by filtration, washed with isopropyl alcohol and petroleum ether, and dried; 1 H NMR spectrum in DMSO-d 6 …”

“…Our previous investigation [6] showed that, in reactions with nucleophiles, alkoxymethylene derivatives exhibited a significantly higher reactivity than amino-and dialkylaminomethylene compounds. In order to elucidate this question, we have performed parallel syntheses so as to compare the reactions of enamine IV and 3-ethoxymethylenebenzofuran-2-(3H)-one (VIII) with aromatic amines (aniline, paraanisidine, para-nitroaniline).…”

“…The precipitate was separated by filtration, washed with water and isopropyl alcohol, and dried. Compound XIV represents a 1 : 1 mixture of E and Z isomers; 1 H NMR spectrum in DMSO-d6 (d, ppm): 4.18, 4.20 (both d, each 2H, J 6.1 Hz, CH 2 ), 6.92 -7.28, 7.34, 7.21 (all m, 7H, 4 -7-H), 7.56, 8.16 (both d, 1H, J 14.5 Hz, CH), 8.21, 8.62 (bd, t, 1H, J 1 14.5 Hz, J 2 6.1 Hz, NH).…”

“…The precipitate of compound XVII was separated by filtration, washed with isopropyl alcohol, and dried; 1 H NMR spectrum in DMSO-d6 (d, ppm): 2.34 (s, 3H, CH 3 ), 3.31, 3.38 (both s, each 3H, (N(Me) 2 ) 7.03, 7.80 (both m, each 3H, 4 -7-H), 8.17 (s, 1H, CHNH).…”