57152-71-3Relevant academic research and scientific papers
Reaction of N-fluoropyridinium fluoride with isonitriles: A convenient route to picolinamides
Kiselyov, Alexander S.
, p. 2279 - 2282 (2007/10/03)
Reaction of N-fluoropyridinium fluoride generated in situ with a series of isonitriles led to the formation of the corresponding picolinamides in good yields. A similar reaction sequence for quinoline yielded the respective derivatives of 2-quinoline carboxylic acid. The proposed reaction mechanism involves the intermediate formation of a highly reactive carbene species.
New rearrangement in the reaction of 1-aryl-1-(dimethylamino)-ethylenes with nitrosobenzenes. Molecular and crystal structure of N1,N1-dimethyl-N2-phenyl-2-oxo(3-pyridyl)acetamidine
Koikov, L. N.,Terent'ev, P. B.,Yufit, D. S.,Struchkov, Yu. T.,Zubarev, V. E.
, p. 1664 - 1674 (2007/10/02)
The reaction of aryleneamines Ar(NMe2)C=CH2 (Ar= Ph, 2-Py, 3-Py, 4-Py) with nitrosobenzenes p-RC6H4NO (R= H, Cl, Br, Me, MeO) in benzene or ether (20 deg C) is accompanied by rearrangement and leads to N1,N1-dimethyl-N2-aryl-2-oxo(aryl)-acetamidines (20-40percent) and a mixture of products from reduction of the nitroso compounds.The effect of temperature on the yield of the amidines is insignificant, and the presence of one or two methyl groups at the β position of the enamine leads to the formation of only azoxybenzene.Accepting substituents in the nitrosobenzenes do not affect the yield of the rearrangement products, while donors reduce it.The reaction is accompanied by the formation of radical particles, and a reaction scheme is proposed.The acid hydrolysis of the obtained amidines and their reduction with lithium aluminum hydride were investigated.
