Chemistry of heterocyclic compounds. 22. Condensation reactions of 2-substituted pyridines

How Nucleophilic Are Diazo Compounds?

“…Structure 5 e‐fur is thus derived. Simulation of the 1 H NMR spectrum by the ACD/LABS NMR Spectrum Generator gave chemical shifts of δ =7.84, 7.02, and 6.39 ppm for the vinylic hydrogens of 5 e‐fur, 7 e‐fur , and 8 e‐fur , respectively, close to those observed experimentally for the corresponding diphenyl‐substituted ethyl acrylates ( δ =7.79,17 7.02,18 and 6.37 ppm19). The structural assignment for 5 e‐fur is thus corroborated by the observed chemical shift of the singlet at δ =7.72 ppm.…”

Preparation of New 2,3-Diphenylpropenoic Acid Esters – Good Yields Even for the More Hindered Z Isomers

“…The mixture was stirred for 30 min then it was reacted with 1.5 equivalents of various alkyl halides at room temperature for a preset reaction time and the ester was isolated by pouring it into water. Through application of this method 10 as yet undescribed esters of the two carboxylic acids were prepared, besides the already known E-2 [2], Z-2 [2], E-3 [4], Z-3 [4] and E-4 [14] Tables 2 and 3. The yields depended on the relative reactivities of the corresponding alkyl halides.…”

“…It can be seen that the reactivities of the unsaturated acids were lower than those of the saturated one and for the Z isomer the ester yield was very low, in spite of the prolonged reaction time. Accordingly, the synthesis of the methyl or the ethyl esters of E-2,3-diphenylpropenoic acid by the ROH/H + /reflux method is suggested [3,4], while the methyl ester of the Z isomer can be obtained in another way, through the reaction with diazomethane [5].…”

Sur la réduction par NaBH4 de quelques nitriles α, β-insaturés

“…L'attribution de celles-ci est faite par comparaison des protons vinyliques en spectroscopie de rmn avec ceux des phenyl-2 crotonates d'alcoyles 5 (15). Le diphknyl-2,3 propeno-2 nitrile 2 possi.de probablernent une configuration Z. L'attribution de celles-ci est faite par comparaison du spectre uv avec ceux des stilbenes 6 (26) et des diphenyl-2,3 acrylates d'alcoyles 7 (27 reflux plusieurs jours, des produits secondaires 2Les resultats rapportks sont tires en grande partie du apparaissent: le phenyl-2 butarnide 9, l'acide memoire de maitrise de H. Nazemi (mai 1977).…”