P. Alonso, N. Martin-Leon, M. Quinteiro
Sep 12, 1990
Citations
0
Influential Citations
6
Citations
Journal
European Journal of Organic Chemistry
Abstract
The reaction of 2-cyanoacetohydrazide (1) and 2-(ethoxycarbonyl)acetohydrazide (26) with unsaturated 1,3-diketones leading with moderate yields to 1,2-diazepinones (3, 23, 24) and pyrazolo[3,4-b]pyridines (5, 15, 20, 25) together with the corresponding acetohydrazones have been studied. The reaction course depends on the temperature and the relative reactivity of the carbonyl groups of the starting materials. When one of these carbonyl groups is less reactive (benzoyl or ethoxycarbonyl groups), the reaction does not yield diazepinones but only pyrazolo[3,4-b]pyridines and/or acetohydrazones.