Amino- und Hydroxylaminosubstituierte α-Azidozimtsäureester und α-Aminozimtsäureester durch kathodische Reduktion ungesättigter Nitroazidoester

摘要

Cathodic reduction of nitro-substituted azidocinnamic esters on mercury under aprotic and protic conditions was studied. Nitro and azido groups behave as independent entities so that selectively amino- resp. hydroxylamino-α-azido compounds are obtained, which could not be synthesised by conventional methods. Under aprotic conditions, with added acetic anhydride, medium yields of acylated 4-hydroxylamino- and 4-amino-α-cinnamic acid derivatives are isolated. Evidence of homogeneous electron transfer from nitroanion radicals to azido groups is give