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Expedient Access to an N-phenylpyrrolidin-2-yl Heterocycle via a Base-Induced Intramolecular aza-Michael Reaction
Abstract
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