%0 Journal Article
%T An Efficient Synthesis of a Spirocyclic Oxindole Analogue
%A Dawei Teng
%A Hongxing Zhang
%A A. Mendonca
%J Molecules
%D 2006
%I MDPI AG
%R 10.3390/11090700
%X An efficient, scaleable synthesis approach towards the spirocyclic oxindole analogue 1กฏ-(tert-butoxycarbonyl)-2-oxospiro[indoline-3,4กฏ-piperidine]-5-carboxylic acid (1) is described. The key steps are dianion alkylation and cyclization of ethyl 2- oxindoline-5-carboxylate (4) and demethylation of the resulting spirocyclic oxindole ethyl 1กฏ-methyl-2-oxospiro[indoline-3,4กฏ-piperidine]-5-carboxylate (5). The target compound was obtained in an overall yield of 35 % over eight steps without resorting to chromatographic purification.
%K Spirocyclic oxindole
%K dianion alkylation
%K N-demethylation.
%U http://www.mdpi.com/1420-3049/11/9/700