ChemInform Abstract: STUDIES OF QUATERNARY PYRIDINIUM SALTS. XV. PSEUDOBASES AND REDOX PRODUCTS IN N THE REACTION OF PYRIDINIUM SALTS WITH ALCOHOLATES

1983 ◽  
Vol 14 (44) ◽  
Author(s):  
W.-H. GUENDEL
Keyword(s):  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts

A new heterocyclic ring closure in ferricyanide oxidation of 2,4,6-triphenylpyridinium salts

1983 ◽  
Vol 48 (11) ◽  
pp. 3307-3314 ◽  
Author(s):  
Petr Nesvadba ◽  
Petr Štrop ◽  
Josef Kuthan
Keyword(s):  
Alkaline Solution ◽  
Heterocyclic Ring ◽  
Potassium Ferricyanide ◽  
Probable Mechanism ◽  
Ring Closure ◽  
Pyridinium Salts ◽  
Mechanism Of Formation ◽  
Pyrrole Derivatives ◽  
Quaternary Pyridinium Salts ◽  
Heterocyclic Derivatives

The quaternary pyridinium salts Ia-Ic react with alkaline solution of potassium ferricyanide to give the condensed heterocyclic derivatives IIIa, b, IV, whereas the salts Id-If give the pyrrole derivatives IIa-IIc under the same conditions. The diaza heterocycle IIIa reacts with methyl iodide to give methoiodide V, whereas by action of bromine it produces two monobromo derivatives VIa, b. The pyrrole derivatives IIa, b give monobromo derivatives IId, e on bromination. A probable mechanism of formation of the heterocyclic derivatives is discussed.

Sterically Crowded Heterocycles. III. A General Approach to Imidazo[1,2-a]pyridines by Ferricyanide Oxidation of Quaternary Pyridinium Salts

1996 ◽  
Vol 61 (1) ◽  
pp. 126-138 ◽  
Author(s):  
Richard Kubík ◽  
Stanislav Böhm ◽  
Iveta Ruppertová ◽  
Josef Kuthan
Keyword(s):  
Potassium Hydroxide ◽  
Potassium Ferricyanide ◽  
Pyridinium Salts ◽  
Oxidizing Agents ◽  
Quaternary Pyridinium Salts ◽  
Substituted 1

Substituted 1-(pyridin-2-yl)-2,4,6-triphenylpyridinium perchlorates 1b-1e were converted with potassium ferricyanide and potassium hydroxide to sterically crowded 2-phenyl-3-[(Z)-1,3-diphenyl-3-oxopropenyl]imidazo[1,2-a]pyridines 2b-2e accompanied by minor isomeric 2-benzoyl-3,5-diphenyl-1-(pyridin-2-yl)pyrroles 3c-3e. 4-Phenyl-2,6-di(4-substituted phenyl)-1-(pyridin-2-yl)pyridinium salts 4a, 4b gave exclusively corresponding imidazo[1,2-a]pyridines 5a, 5b while the ferricyanide oxidation of 1-(5-iodo- and 5-cyanopyridin-2-yl)-2,4,6-triphenylpyridinium perchlorates 6a, 6b led to mixtures of major imidazo[1,2-a]pyridines 7a-7c and minor pyrroles 8a-8c. Some mechanistic aspects of the oxidation procedure are discussed in connection with a resistance of 2,6-diphenyl-1,3,5-trimethylpyridinium perchlorate (9c) towards the oxidizing agents.

Effect of micelle formation of quaternary pyridinium salts on their recyclization to anilines

1981 ◽  
Vol 17 (4) ◽  
pp. 367-369 ◽  
Author(s):  
T. V. Stupnikova ◽  
A. I. Serdyuk ◽  
V. N. Kalafat ◽  
R. S. Sagitullin ◽  
V. P. Marshtupa
Keyword(s):  
Micelle Formation ◽  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts

Untersuchungen an quartären Pyridinium-Salzen, II / Investigation of Quaternary Pyridinium-Salts, II

1973 ◽  
Vol 28 (7-8) ◽  
pp. 471-474 ◽  
Author(s):  
Wolf-Hellmut Gündel
Keyword(s):  
Condensation Product ◽  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts ◽  
Quaternary Salts

Four molecules of quaternary salts of nicotinamide (1 and 4) form a chloroform-soluble condensation product of structure 2 and 5 by action of base under elimination of HX.

scholarly journals Untersuchungen an quartären Pyridinium-Salzen, III / Investigations of Quaternary Pyridinium Salts, III

1974 ◽  
Vol 29 (7-8) ◽  
pp. 556-560 ◽  
Author(s):  
Wolf-Hellmut Gündel ◽  
Bodo Buecher ◽  
Ilse Hagedorn
Keyword(s):  
Condensation Product ◽  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts ◽  
Quaternary Salts ◽  
Model Substances

Four molecules of quaternary salts of nicotinamide form a condensation product of structure 2. It has been studied with the model substances 1d—q which elements of structure promote or prevent formation of the cyclocondensation product.

Untersuchungen an quartären Pyridinium-Salzen, XIV Dihydropyridyl-oximether/Investigations of Quaternary Pyridinium Salts, XIV Dihydropyridyl-oxime-ethers

1981 ◽  
Vol 36 (8) ◽  
pp. 1031-1036 ◽  
Author(s):  
Wolf-H. Gündel
Keyword(s):  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts

Abstract Pyridinium Salts with electron-withdrawing groups in the 3-position react with aliphatic ketoximes under basic conditions to lipophilic addition products, 6-(alkylideniminoxy)-1,6-dihydropyridines.

Untersuchungen an quartären Pyridinium-Salzen, VI1 Reaktionen von quaternierten Pyridin-Derivaten mit dem Trichlormethyl-Anion / Investigations of Quaternary Pyridinium-Salts, VI1 Reactions of Quaternated Pyridines with the Trichloromethylanion

1977 ◽  
Vol 32 (2) ◽  
pp. 193-199 ◽  
Author(s):  
Wolf-Hellmut Gündel
Keyword(s):  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts

The method to generate the trichloromethylanion from chloroform and bariumhydroxide was used to prepare some substituted trichloromethyl-1,2-dihydropyridines and trichloroazabicyclo[4,1,0]heptenes.

Sterically Crowded Heterocycles. IX. New α,β-Unsaturated Ketones Containing Imidazo[1,2-a]quinoline, Imidazo[2,1-a]isoquinoline, Benzo[h]imidazo[1,2-a]quinoline and Imidazo[1,2-a]-1,10-phenanthroline Moieties

1997 ◽  
Vol 62 (10) ◽  
pp. 1599-1611 ◽  
Author(s):  
Stanislav Böhm ◽  
Tomáš Strnad ◽  
Iveta Ruppertová ◽  
Josef Kuthan
Keyword(s):  
Quantum Chemical ◽  
Pyridinium Salts ◽  
Energy Data ◽  
Axial Chirality ◽  
Unsaturated Ketones ◽  
Pm3 Method ◽  
Quaternary Pyridinium Salts

(Z)-1,3-Diphenyl-3-(2-phenylimidazo[1,2-a]heteroaryl)prop-2-en-1-ones 2-6 and isomeric [1-heteroaryl-3,5-diphenylpyrrol-2-yl]phenylmethanones 17-20 were prepared by the ferricyanide oxidation of quaternary pyridinium salts 12-16. Axial chirality and helicity of the molecules of 4 and 6 are discussed using various energy data obtained by the quantum chemical PM3 method.

scholarly journals Quaternary Pyridinium Salts: A Review

2008 ◽  
Vol 57 (4) ◽  
pp. 197-215 ◽  
Author(s):  
Parag Madaan ◽  
Vinod K. Tyagi
Keyword(s):  
Pyridinium Salts ◽  
Quaternary Pyridinium Salts
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