Synthesis, characterization and antimicrobial studies on cis-platinum(II) complexes of 5-nitrosouracil derivatives

Gaballa, Akmal S.

doi:10.1016/j.saa.2009.09.061

Cited by 6 publications

(1 citation statement)

References 31 publications

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“…Instead of a denitrosation reaction, selective nitroso group migration to C-5 and the formation of 2,4,6-trisubstituted 5-nitrosopyrimidines took place. It is noteworthy that the resulting 5-nitrosopyrimidines are important intermediates for the preparation of condensed pyrimidine derivatives [27–28], have an interesting crystal structures [29–31], can be useful as bidentate ligands [32–34], and represent a class of biologically active compounds [35–39]. …”

Section: Introductionmentioning

confidence: 99%

The first example of the Fischer–Hepp type rearrangement in pyrimidines

Čikotienė¹,

Jonušis²,

Jakubkienė³

2013

Beilstein J. Org. Chem.

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SummaryA N-nitroso moiety can be used for the activation of chloropyrimidines toward a nucleophilic substitution reaction with amines. The subsequent treatment of the obtained products with aq H2SO4 can lead to either N-denitrosation to obtain 4,6-pyrimidinediamines or to a Fischer–Hepp type rearrangement to obtain 5-nitroso-4,6-pyrimidinediamines. It was found that the outcome of the reaction strongly depends on the structure of the pyrimidines. Activation of the pyrimidine ring by three groups with a positive mesomeric effect is crucial for the intramolecular nitroso group migration.

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