80576-32-5Relevant academic research and scientific papers
Nucleophilic Displacements of N-Aryl and Heteroaryl Groups. Part 4. Pyrylium-mediated Transformations of Heteroarylamines into Pyridinium Salts and their Inter- and Intra-molecular Displacement
Katritzky Alan R.,Agha, Bushra J.,Awartani, Radi,Patel, Ranjan C.
, p. 2617 - 2621 (2007/10/02)
Heteroarylamines and the appropriate pyrylium salts give 1-heteroaryl-2-ethoxycarbonyl-4,6-diphenylpyridinium, and 1-(2-pyridyl)-2,6-diethoxycarbonyl-4-phenylpyridinium salts.Hydrolysis and decarboxylation afford 1-(2-pyridyl)-2,4-diphenyl- and 1-(2-pyridyl)-4-phenyl-pyridinium salts.Neither these, nor their 2,4,6-triphenyl analogues underwent smooth nucleophilic substitution. 1-Pyrimidin-2-yl- and 1-(4,6-dimethylpyrimidin-2-yl)-2-ethoxycarbonyl-4,6-diphenylpyridinium with ethanolic NaOEt smoothly formed the corresponding pyrimidin-2-ones via intramolecular attack.
Deethoxycarbonylation of 2-(Ethoxycarbonyl)pyridinium Salts with Primary Amines and Competing SNANRORC Reactions
Katritzky, Alan R.,Awartani, Radi,Patel, Ranjan C.
, p. 498 - 502 (2007/10/02)
2-(Ethoxycarbonyl)pyridinium salts with primary amines undergo competing SNANRORC and deethoxycarbonylation reactions.Proportions vary: methylamine gives only the former but tert-butylamine only the latter reaction. α-Unsubstituted pyridiniums
