93755-08-9Relevant articles and documents
NUCLEOPHILIC ADDITION TO ALKYNES IN SUPERBASIC CATALYTIC SYSTEMS. V. VINYLATION OF KETOXIMES
Tarasova, O. A.,Korostova, S. E.,Mikhaleva, A. I.,Sobenina, L. N.,Nesterenko, R. N.,et al.
, p. 863 - 869 (2007/10/02)
The nucleophilic addition of the oximes of aliphatic, aromatic, and heteroaromatic ketones to acetylene in the superbasic heterophase potassium hydroxide-DMSO system was studied.The vinylation of ketoximes not containing a CH2 group at the α position to the oxime function goes well, and the yields of the O-vinyloximes are 38-72percent.With such a group and with electronegative substituents in the aromatic ring of the ketoxime rapid heterocyclization of the O-vinyloximes occurs under the reaction conditions, giving the corresponding 2-substituted pyrroles.