9,10-Dioxa-1,2-diaza-anthracene derivatives from tetrafluoropyridazine

• Graham Pattison,
• Graham Sandford,
• Dmitrii S. Yufit,
• Judith A. K. Howard,
• John A. Christopher and
• David D. Miller

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

Perhalogenated pyrimidine scaffolds. Reactions of 5-chloro- 2,4,6-trifluoropyrimidine with nitrogen centred nucleophiles

• Emma L. Parks,
• Graham Sandford,
• John A. Christopher and
• David D. Miller

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