120537-60-2Relevant academic research and scientific papers
FeCl3-Assisted Niobium-Catalyzed Cycloaddition of Nitriles and Alkynes: Synthesis of Alkyl- and Arylpyrimidines Based on Independent Functions of NbCl5 and FeCl3 Lewis Acids
Fuji, Maito,Obora, Yasushi
supporting information, p. 5569 - 5572 (2017/10/25)
NbCl5-catalyzed [2 + 2 + 2] cycloaddition of nitriles with alkynes was used to synthesize pyrimidine derivatives. In this reaction, the use of individual Lewis acids, namely NbCl5 and FeCl3, is a key strategy for achieving the reaction using a catalytic amount of NbCl5. The roles of the two Lewis acids were investigated using FT-IR spectroscopy. The results showed that NbCl5 served as an efficient Lewis acid catalyst for nitrile activation, whereas FeCl3 showed stronger Lewis acidity toward pyrimidines, releasing NbCl5 into the catalytic cycle.
Strategy for the synthesis of pyrimidine derivatives: NbCl 5-mediated cycloaddition of alkynes and nitriles
Satoh, Yasushi,Yasuda, Kaoru,Obora, Yasushi
, p. 5235 - 5238 (2012/11/07)
Intermolecular cycloadditions of alkynes (terminal alkynes and internal alkynes) with aryl nitriles were successfully achieved, using an NbCl 5 complex, to give substituted pyrimidine derivatives in high yields with excellent chemo- and regioselectivity.
ELECTROPHILIC REACTIONS OF CARBONYL COMPOUNDS AND THEIR DERIVATIVES. V. REACTION OF VINYL CHLORIDES WITH NITRILIUM SALTS
Luk'yanov, S. M.,Borodaev, S. V.,Zubkova, O. V.
, p. 2081 - 2084 (2007/10/02)
The reaction of N-tert-butyl and N-acetylbenzonitrilium hexachloroantimonates with vinyl chlorides leads not to addition but to protonation and acylation respectively of the vinyl chlorides.Pyrimidines and 3-azapyrylium salts are consequently formed in the presence of benzonitrile.
SYNTHESIS OF 3-AZAPYRYLIUM SALTS AND PYRIMIDINES BASED ON THEM AND REACTIONS OF VINYL CHLORIDES AND KETONES WITH BENZONITRILE
Borodaev, S. V.,Zubkova, O. V.,Shibaeva, N. V.,Knyazev, A. P.,Pyshchev, A. O.,Luk'yanov, S. M.
, p. 1757 - 1761 (2007/10/02)
In the reaction of 3-chloro-2-pentene and 1-chlorocyclohexene with acylium salts and benzonitrile, 3-azapyrylium hexachloroantimonates were obtained, which were transformed into pyrimidines.It was shown that similar and isomeric 3-azapyrylium salts are ob
A New and Convenient Synthesis of Alkyl and Aryl Pyrimidines
Martinez, A. Garcia,Herrera, A.,Martinez, R.,Teso, E.,Garcia, A.,et al.
, p. 1237 - 1241 (2007/10/02)
Vinyl triflates 1, which are obtained easily from the corresponding ketones, react in an excess of pure nitrile (80 deg C/20 hours) to form tri- and tetra-substituted alkyl and arylpyrimidines 4 and 5 in good yields (45-87percent).An isomeric mixture of p
SYNTHESIS OF PYRIMIDINES FROM VINYL CHLORIDES AND NITRILES BY THE RITTER REACTION
Borodaev, S. V.,Zubkova, O. V.,Luk'yanov, S. M.
, p. 2100 - 2103 (2007/10/02)
Chloroalkenes with a chlorine atom at the vinylic position and also phenylacetylene react with nitriles in the presence of trifluoromethanesulfonic acid to form tri- and tetrasubstituted pyrimidines.
