1,4-Dichloro-1,4-disubstituted-2,3-diaza-1,3-butadiene 1 undergo cyclodechlorination in presence of Be metal to form cyclazines 3a. Reaction of 1 with Cu, Zn and Mn metals results in formation of nitriles 2. Cyclazines 3 on further oxidation with H2O2 in CH3COOH form NO donors, 1,2-dioxides 4.
Keywords: cyclodechlorination, chlorination, nitriles, cyclazines, no donors