Regioselective Synthesis of 2(1H)-Pyridinones from β-Aminoenones and Malononitrile. Reaction Mechanism

1999 ◽  
Vol 64 (26) ◽  
pp. 9493-9498 ◽  
Author(s):  
Angel Alberola ◽  
Luis A. Calvo ◽  
Alfonso González Ortega ◽  
M. Carmen Sañudo Ruíz ◽  
Pedro Yustos ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Regioselective Synthesis

Mild, General, and Regioselective Synthesis of 2-Aminopyridines from Pyridine N-Oxides via N-(2-Pyridyl)pyridinium Salts

Synlett ◽  
2022 ◽  
Author(s):  
Hui Xiong ◽  
Adam T. Hoye
Keyword(s):  
Reaction Mechanism ◽  
Functional Groups ◽  
Pyridinium Salt ◽  
Regioselective Synthesis ◽  
Pyridinium Salts ◽  
Reaction Sequence ◽  
Sequence Features ◽  
Hydrolytic Decomposition ◽  
Wide Range ◽  
15N Labeling

AbstractA synthesis of 2-aminopyridines from pyridine N-oxides via their corresponding N-(2-pyridyl)pyridinium salts has been demonstrated and investigated. The reaction sequence features a highly regioselective conversion of the N-oxide into its pyridinium salt followed by hydrolytic decomposition of the pyridinium moiety to furnish the 2-aminopyridine product. The method is compatible with a wide range of functional groups, is scalable, and features inexpensive reagents. 15N-labeling results gave products consistent with a Zincke reaction mechanism.

An Investigation of the Reaction Mechanism of the Bis-acylation of Aromatics with o-Phthaloyl Dichlorides: Regioselective Synthesis of Anthraquinones

1995 ◽  
Vol 60 (20) ◽  
pp. 6588-6591 ◽  
Author(s):  
Giovanni Sartori ◽  
Franca Bigi ◽  
Xiaochun Tao ◽  
Cecilia Porta ◽  
Raimondo Maggi ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Regioselective Synthesis

Theoretical Confirmation of the Reaction Mechanism Leading to Regioselective Formation of Thiazolidin-4-one from Bromoacetic Acid Derivatives

2007 ◽  
Vol 72 (10) ◽  
pp. 1435-1445 ◽  
Author(s):  
Ladislav Janovec ◽  
Stanislav Böhm ◽  
Ivan Danihel ◽  
Ján Imrich ◽  
Pavol Kristian ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Dft Calculations ◽  
Regioselective Synthesis ◽  
Bromoacetic Acid ◽  
Phenyl Derivative

A regioselective synthesis of 3-alkyl-2-[(anthracen-9-yl)imino]thiazolidin-4-ones 2a-2e and 2-(alkylimino)-3-(anthracen-9-yl)thiazolidin-4-ones 3a-3e from appropriate thioureas using methyl bromoacetate or bromoacetyl bromide, respectively, has been rationalized by DFT calculations of model thiourea and its phenyl derivative. The proposed mechanism indicates that the regioselective formation of the target thiazolidinones is a consequence of a different reactivity of the reagents and a varying stability of the intermediates, 1-alkyl-3-(anthracen-9-yl)-2-[(methoxycarbonyl)methyl]isothioureas 4a-4e and 1-alkyl-3-(anthracen-9-yl)-2-(bromoacetyl)isothioureas 6a-6e.

Arylation of enelactams using TIPSOTf: reaction scope and mechanistic insight

2021 ◽  
Author(s):  
Tomasz J. Idzik ◽  
Zofia M. Myk ◽  
Łukasz Struk ◽  
Magdalena Perużyńska ◽  
Gabriela Maciejewska ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Multinuclear Nmr ◽  
Mechanistic Insight ◽  
Nmr Study ◽  
Wide Range

Triisopropylsilyltrifluoromethanesulfonate can be effectively used for the arylation of a wide range of enelactams. The multinuclear NMR study provided deep insights into the reaction mechanism.

Theoretical study of the ketonization reaction mechanism of acetic acid over SiO2

2009 ◽  
Author(s):  
Mendel Fleisher ◽  
E. Lukevics ◽  
L. Leite ◽  
D. Jansone ◽  
K. Edolfa ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Reaction Mechanism ◽  
Theoretical Study

OPTIMIZATION OF A SURROGATE REDUCED AVIATION FUEL-AIR REACTION MECHANISM USING A GENETIC ALGORITHM

Clean Air ◽  
2007 ◽  
Vol 8 (1) ◽  
pp. 1-24
Author(s):  
M. Pourkashanian ◽  
N. S. Mera ◽  
Lionel Elliott ◽  
C. W. Wilson ◽  
Derek B. Ingham ◽  
...  
Keyword(s):  
Genetic Algorithm ◽  
Reaction Mechanism ◽  
Aviation Fuel
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