Reaction products from αβ-unsaturated ketones and aliphatic diamines or dithiols

Abstract

Ethylenediamine reacts with αβ-unsaturated ketones to give either tetrahydrodiazepines, tetra-azacyclotetra-decadienes, or uncyclised adducts derived from one molar equivalent of amine and two of enone. 1,3-Diaminopropane gave either a hexahydrodiazocine or an uncyclised adduct. 1,6-Diaminohexane, piperazine, or ethane-1,2-dithiol gave only uncyclised adducts. Some reactions of the uncyclised adducts are mentioned.