Beilstein J. Org. Chem.2010,6, No. 45, doi:10.3762/bjoc.6.45
substitution ring annelation process, further extending the use of perfluoroheteroaromatic derivatives for the synthesis of unusual polyfunctional heterocyclic architectures. The tricyclic scaffold reacts with amines and sodium ethoxide providing a short series of functional 9,10-dioxa-1,2-diaza-anthracene
systems.
Keywords: benzodioxinopyridazine; 9,10-dioxa-1,2-diaza-anthracene; heterocyclic synthesis; nucleophilic aromatic substitution; perfluoroheteroaromatic; tetrafluoropyrazine; Introduction
Drug discovery programmes are continually searching for viable synthetic routes to highly novel classes of
research programme, we have demonstrated that perfluorinated heteroaromatic derivatives are very useful starting scaffolds for the synthesis of a variety of heteroaromatic [7], [5,6] and [6,6]-bicyclic [8][9][10][11], and polycyclic heterocyclic systems [12]. Perfluoroheteroaromatic derivatives are either
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Graphical Abstract
Scheme 1:
Synthesis of novel tricyclic heterocycles from pentafluoropyridine.
Beilstein J. Org. Chem.2008,4, No. 22, doi:10.3762/bjoc.4.22
derivatives can be isolated in acceptable yields using this methodology.
Keywords: pyrimidine; rapid analogue synthesis; perfluoroheteroaromatic; nucleophilic aromatic substitution; Introduction
Highly functionalised pyrimidine derivatives are of great importance to the life-science industries and, indeed
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Graphical Abstract
Figure 1:
Pharmaceuticals with pyrimidine sub-units.