South African Journal of Chemistry
On-line version ISSN 1996-840X
RAMOS, Josierika A. Ferreira; NAGEM, Tanus J. and TAYLOR, Jason G.. Expedient access to an N-phenylpyrrolidin-2-yl heterocycle via a base-induced intramolecular aza-Michael reaction. S.Afr.j.chem. (Online) [online]. 2011, vol.64, pp. 225-230. ISSN 1996-840X.
Ethyl 2-(1-phenylpiperidin-2-yl) acetate was formed in a spontaneous cyclization from (E)-ethyl 7-oxohept-2-enoate whereas ethyl [1-(2-bromophenyl)-2-pyrrolidinyl acetate could be synthesized in good overall yield when employing a stoichiometric amount of base to facilitate the intramolecular aza-Michael reaction.
Keywords : aza Michael; intramolecular; catalysed; piperidine; pyrrolidine; base.