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

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

Volume: 18 Issue: 12

Author(s): Souhila Bendeddouche, Choukry K. Bendeddouche and Hadj Benhaoua*

Affiliation:

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

Keywords: Staudinger reaction, β-lactam, diastereoselectivity, ionic liquid, microwave irradiation, molecular orbitals, operating, conditions effect.

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.

Cite this article as:

Bendeddouche Souhila , Bendeddouche K. Choukry and Benhaoua Hadj *, A Convenient Stereoselective Method for Synthesis of β-Lactams Under Microwave Irradiation with [BmIm] OH as a Reusable Ionic Liquid, Letters in Organic Chemistry 2021; 18 (12) . https://dx.doi.org/10.2174/1570178618666210901142356