The Open Organic Chemistry Journal

2010, 4 : 1-7
Published online 2010 May 20. DOI: 10.2174/1874095201004010001
Publisher ID: TOOCJ-4-1

Synthesis of Some New 3-Pyrrolidinylquinoline Derivatives via 1,3-Dipolar Cycloaddition of Stabilized Azomethine Ylides to Quinolinyl α , β - Unsaturated Ketones

A. Bouraiou , A. Debache , S. Rhouati , A. Belfaitah , N. Benali-Cherif and B. Carboni
Laboratoire des Produits Naturels d'Origine Vegetale et de Synthese Organique, Faculte des Sciences Exactes, Campus de Chaabat Ersas, Universite Mentouri-Constantine, 25000, Algeria.

ABSTRACT

N-Metallated azomethine ylide generated from methyl (E)-N-benzylideneglycinate, LiBr and triethylamine underwent cycloaddition to quinolyl α,β-unsaturated ketones with excellent diastereoselectivity to afford new functionalised 3-pyrrolidinylquinoline derivatives.