R. Huisgen, F. P. Gambra
1982
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The 1,2,3-oxadiazolidines resulting from the addition of 4,4′-dicyano-azoxybenzene to trans -cyclooctene or cis, trans -cycloocta-1,5-diene are not stable, bu suffer 1,3-dipolar cycloreversion to give an azomethine imine; this intermediate is either captured by a second molecule of the strained cycloalkene to give 1:2 adducts in high yields or it tautomerizes to an enehydrazine. 4,4′-Dinitroazoxybenzene and benzo[c]cinnoline N-oxide react analogously.