Synthesis and Transformations of New Spiro-4-piperidines. Acetyl Migration in 1-Acetyl-1-Benzyl-4-Methyl-3,4-Dihydrospiro[(1H)quinoline-2,4-piperidines] Under Debenzylation Conditions

Title: Synthesis and Transformations of New Spiro-4-piperidines. Acetyl Migration in 1-Acetyl-1-Benzyl-4-Methyl-3,4-Dihydrospiro[(1H)quinoline-2,4-piperidines] Under Debenzylation Conditions

Volume: 2 Issue: 1

Author(s): Vladimir V. Kouznetsov, Basilio Diaz P., Clara Marcela Sanabria M., Leonor Y. Vargas M., Juan Carlos Poveda, Elena E. Stashenko, Alí Bahsas and Juan Amaro-Luis

Affiliation:

Keywords: spiropiperidines, intramolecular alkene friedel-crafts alkylation, debenzylation, acetyl migration

Abstract: Synthesis of new dihydrospiro[quinoline-2,4-piperidines] by a two-step synthetic route based on 4-piperidone imine reactivity is reported. An acetyl migration in 1-acetyl-1-benzyl-4-methyl-3,4- dihydrospiro[quinoline-2,4-piperidines] under debenzylation conditions (HCOONH4 / Pd / C / MeOH) is found.

Cite this article as:

Kouznetsov V. Vladimir, P. Diaz Basilio, Sanabria M. Marcela Clara, Vargas M. Y. Leonor, Poveda Carlos Juan, Stashenko E. Elena, Bahsas Alí and Amaro-Luis Juan, Synthesis and Transformations of New Spiro-4-piperidines. Acetyl Migration in 1-Acetyl-1-Benzyl-4-Methyl-3,4-Dihydrospiro[(1H)quinoline-2,4-piperidines] Under Debenzylation Conditions, Letters in Organic Chemistry 2005; 2 (1) . https://dx.doi.org/10.2174/1570178053400234