A Convenient Stereoselective Method for Synthesis of β-Lactams Under Microwave Irradiation with [BmIm] OH as a Reusable Ionic Liquid

Author:

Bendeddouche Souhila1ORCID,Bendeddouche Choukry K.1ORCID,Benhaoua Hadj1ORCID

Affiliation:

1. Laboratoire de Synthese Organique Appliquee, Faculte des Sciences Exactes et Appliquees, Universite Oran1 Ahmed Ben Bella, BP 1524 El Menaouer, Oran 31000, Algeria

Abstract

A promoted synthetic protocol for the β-lactams synthesis in the presence of [BmIm]OH as a basic reagent under microwave irradiation [M.W.I.] is described. The reaction was highly diastereoselective. In all cases, this protocol provided trans-β-lactams as major isomers, and β-lactams were obtained with good yields. Further, the effect of the order of addition of the reagents was particularly investigated; we found that this order is very important. The best results are obtained when the imine is added gradually. This work shows that [BmIm]OH is an advantageous recyclable basic reagent. A qualitative molecular orbital diagram is illustrated to interpret the observed diastereoselectivity.

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry,Biochemistry

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