Remarkable stereoselectivity switch in synthesis of carbonyl substituted N2-arylamidrazones with low lipophilicity

Article abstract of DOI:10.1016/j.tetlet.2012.06.032

Reaction of carbonyl substituted hydrazonoyl chlorides with amines usually leads to Z-configured amidrazone derivatives via nucleophilic substitution of the chlorine atom. Surprisingly, N,N-dimethylcarboxamide substituted hydrazonoyl chlorides yielded E-a