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Expedient Access to an <i>N</I>-phenylpyrrolidin-2-yl Heterocycle <i>via</i> a Base-Induced Intramolecular <i>aza</i>-Michael Reaction


AJ Ferreira Ramos
TJ Nagem
JG Taylor

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


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eISSN: 1996-840X
print ISSN: 0379-4350