Brønsted acidic ionic liquid catalyzed synthesis of poly-substituted hydroquinolines through diastereoselective, one-pot and pseudo-eight-component reaction

oleh: Sajjad Salahi, Malek Taher Maghsoodlou, Nourallah Hazeri, Mojtaba Lashkari, Niloufar Akbarzadeh Torbati, Mohammad Amin Kazemian, Santiago García-Granda, Laura Torre-Fernández

Format: Article
Diterbitkan: Elsevier 2016-05-01

Deskripsi

We have developed an efficient diastereoselective synthesis of poly-substituted hydroquinolines from commercially available starting materials, Meldrum’s acid, aromatic aldehydes and arylamines, in a simple and one-pot reaction using Brønsted acidic ionic liquid (4-sulfobutyl)-tris(4-sulfophenyl) phosphonium hydrogen sulfate. These three materials react together through pseudo-eight-components reaction to generate complex products with four stereocenters that involves ten new bond formations. This synthetic method can be a combination of Knoevenagel and Michael reactions.