A number of substituted 3-nitropyridines are now easily available by a new nitration method, and some of these derivatives are suitable substrates for the preparation of a series of bis-heterocycles. We will investigate the chemistry of nitropyridyl deriv atives further and propose to utilise 3-nitropyridyl substrates for the formation of a series of heterocyclic compounds, many of which are present in pharmaceuticals. We want to study:
- the synthesis of beta-carboline analogues and furo-/thieno-azacinnol ines,
- cycloaddition reactions with benzyne and pyridyne (pyridopyrimidinone),
- Pschorr ring closure and oxidative cyclisation to fused tri-cyclic heterocyclic systems,
- cyanomethylation and cyclization (imidazopyridine-1-oxide),
- [2+4] cycloaddition of pyridyl isocyanate and diazonium ions (azolotetrazinone),
- cyclization of isocyanate and aminopyrazolo carboxylate (pyrazolopyrimidinedione),
- new cross coupling reactions of nitropyridines,
- chiral pyridine products formed by [2+2+2] cycloaddition reactions,
- chiral hydroalkoxylation,
- Non Linear Optical (NLO) properties of isocyanurates,
- biological activity of potential products by bioassay screening.
A collaboration with research groups at the Universities of Hamburg and Tromsø will be establ ished.