Tetrahedron

Effect of substituent structure on pyrimidine electrophilic substitution

CW van der Westhuyzen, AL Rousseau, CJ Parkinson

Index: van der Westhuyzen, Christiaan W.; Rousseau, Amanda L.; Parkinson, Christopher J. Tetrahedron, 2007 , vol. 63, # 25 p. 5394 - 5405

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Citation Number: 16

Abstract

In an investigation into the electrophilic nitrosation reactions of a series of 4, 6-disubstituted pyrimidine derivatives, a subtle interplay between the electronic nature of the C-4 and C-6 substituents and reactivity was found where these were chloro-, mono-or disubstituted amino groups. Effects such as the presence of an aryl group or two alkyl groups on the amino moiety impede the progress of the reaction despite the presence of a second ...

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