Organic Process Research & Development

Practical amination of nitropyridones by silylation

RA Singer, M Doré

Index: Singer, Robert A.; Dore, Michael Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1261 - 1264

Full Text: HTML

Citation Number: 5

Abstract

A practical method for coupling nitropyridones (1) with primary amines by treatment with hexamethyldisilazane has been developed, avoiding the use of hazardous reagents such as POCl3. The activation of the pyridone by a nitro group is necessary for efficient coupling, leading to aminonitropyridines (3) in good yields. Regioisomers other than 3-nitro-4- pyridone (1) were found to be substantially less reactive but would undergo coupling with ...

Related Articles:

Nucleophilic heteroaromatic substitution: Kinetics of the reactions of nitropyridines with aliphatic amines in dipolar aprotic solvents

[Isanbor, Chukwuemeka; Emokpae, Thomas A. International Journal of Chemical Kinetics, 2008 , vol. 40, # 3 p. 125 - 135]

C–N bond formation by the oxidative alkylamination of azines: Comparison of AgPy2MnO4 versus KMnO4 as oxidant

[Gulevskaya, Anna V.; Maes, Bert U. W.; Meyers, Caroline; Herrebout, Wouter A.; Van Der Veken, Benjamin J. European Journal of Organic Chemistry, 2006 , # 23 p. 5305 - 5314]

Nucleophilic heteroaromatic substitution: Kinetics of the reactions of nitropyridines with aliphatic amines in dipolar aprotic solvents

[Isanbor, Chukwuemeka; Emokpae, Thomas A. International Journal of Chemical Kinetics, 2008 , vol. 40, # 3 p. 125 - 135]

More Articles...