Gr. Pabst et J. Sauer, THE NEW AND SIMPLE LEGO SYSTEM - ITS APPLICATION TO THE SYNTHESIS OF SUPERBRANCHED OLIGOPYRIDINES, Tetrahedron letters, 39(48), 1998, pp. 8817-8820
The condensation of pyridine-2, 4,6-tricarboxtrisamidrazone 1 with 1,2
-dicarbonyl compounds 2 - 3 leads to trisubstituted 1,2,4-triazines 4
- 6. These 1,2,4-triazines can be easily transformed to superbranched
pyridines 7 - 9 by [4+2] cycloaddition with norborna-2,5-diene followe
d by [4+2] cycloreversions of nitrogen and cyclopentadiene. This react
ion sequence offers a new, simple and general access to superbranched
oligopyridines. (C) 1998 Elsevier Science Ltd. All rights reserved.