Effect of substituent structure on pyrimidine electrophilic substitution

Christiaan W. van der Westhuyzen, Amanda L. Rousseau, Christopher J. Parkinson

Research output: Contribution to journalArticle

15 Citations (Scopus)

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 activating group.

Original languageEnglish
Pages (from-to)5394-5405
Number of pages12
JournalTetrahedron
Volume63
Issue number25
DOIs
Publication statusPublished - 18 Jun 2007

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