Synthesis of pyridinium salts by the reaction of ?, ?-unsaturated ketones, primary amines, and compounds with labile hydrogen atoms

1985 ◽  
Vol 21 (8) ◽  
pp. 883-887
Author(s):  
V. A. Kaminskii ◽  
G. Ya. Shevchuk ◽  
M. N. Tilichenko
Keyword(s):  
Primary Amines ◽  
Pyridinium Salts ◽  
Labile Hydrogen ◽  
Hydrogen Atoms ◽  
Unsaturated Ketones

Transformation of Primary Amines to Thiols, Sulfides, or Arylmethyl Thiocyanates via Pyridinium Salts

Synthesis ◽  
1982 ◽  
Vol 1982 (06) ◽  
pp. 472-475 ◽  
Author(s):  
P. Molina ◽  
M. Alajarin ◽  
A. Ferao ◽  
M. J. Lidon ◽  
P. M. Fresneda ◽  
...  
Keyword(s):  
Primary Amines ◽  
Pyridinium Salts

scholarly journals Nickel-catalyzed C–N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling

2019 ◽  
Vol 10 (16) ◽  
pp. 4430-4435 ◽  
Author(s):  
Huifeng Yue ◽  
Chen Zhu ◽  
Li Shen ◽  
Qiuyang Geng ◽  
Katharina J. Hock ◽  
...  
Keyword(s):  
Nickel Catalyst ◽  
Bond Activation ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Primary Amines ◽  
Pyridinium Salts ◽  
Reaction Conditions ◽  
Alkyl Amines ◽  
Alkylating Reagents

The reductive cross coupling of pyridinium salts derived from readily available primary alkyl amines with aryl halides has been achieved under mild reaction conditions using a nickel catalyst.

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.

The non-isothermal oxidation of 2 -methylpentane. - III. The reaction at high pressure

1969 ◽  
Vol 313 (1513) ◽  
pp. 261-297 ◽  
Keyword(s):  
High Temperatures ◽  
Isothermal Oxidation ◽  
Gas Liquid Chromatography ◽  
Labile Hydrogen ◽  
Chain Process ◽  
Unimolecular Decomposition ◽  
Hydrogen Atoms ◽  
Radical Chain ◽  
Cool Flame ◽  
Alkylperoxy Radicals

The non-isothermal oxidation of 2-methylpentane has been studied at pressures of 1-4 MN m -2 and temperatures of 440 to 660 °C in an arrested-piston rapid-compression machine. The variations with pressure and temperature of the induction periods leading to cool-flame reaction and hot ignition have been determined, and the products of the reaction have been analysed by gas-liquid chromatography. At high temperatures and pressures the cool-flame reaction occurs by a free-radical chain process in which homogeneous isomerization and subsequent decomposition of alkylperoxy radicals propagate the chain. The resulting propa­gation cycle is substantially the same as that which has been established at lower tempera­tures and subatmospheric pressures. At high temperatures and pressures the reaction is, however, even more unselective, and oxidation of β -hydroperoxyalkyl radicals competes more successfully with their unimolecular decomposition, thus leading to the formation of β -ketoaldehydes. These compounds, together with the conjugated unsaturated carbonyl compounds, account quantitatively for the absorption of ultraviolet light by reacting 2-methylpentane/air mixtures. The mechanism of chain branching in the cool-flame reaction probably involves the pyrolysis of hydroperoxides. In the second stage of two-stage ignition, the propagation cycle is the same as that occurring in the cool flame but the important difference is that the cool flame has formed substantial concentrations of compounds with labile hydrogen atoms; these react readily with alkylperoxy radicals to form hydroperoxides, the pyrolysis of which again branches the chain.

ChemInform Abstract: Zincke′s Reaction with Chiral Primary Amines: A Practical Entry to Pyridinium Salts of Interest in Asymmetric Synthesis.

ChemInform ◽  
2010 ◽  
Vol 23 (46) ◽  
pp. no-no
Author(s):  
Y. GENISSON ◽  
C. MARAZANO ◽  
M. MEHMANDOUST ◽  
D. GNECCO ◽  
B. C. DAS
Keyword(s):  
Asymmetric Synthesis ◽  
Primary Amines ◽  
Pyridinium Salts
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