B. Buchholz, P. Lin, A. Onistschenko
Apr 1, 1993
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Journal
Zeitschrift für Naturforschung B
Abstract
It is shown (1) that in most reactions of anilines 2 with 1-sulfonyl-2,2-dimethylaziridines 1 both isomeric products 3 and 4 are formed, (2) that the “normal” product 4 obtained by attack on position 3 of 1 usually arises in a small or negligible amount that seems to decrease with decreasing basicity of 2, and (3) that the amount of 4 strongly increases with increasing steric demand of 2. Formation of 4 is explained by a lag of bond making in SN2.