Tetrahedron

Synthesis of β-lactams and β-aminoesters via high intensity ultrasound-promoted Reformatsky reactions

NA Ross, RR MacGregor, RA Bartsch

Index: Ross, Nathan A.; MacGregor, Robert R.; Bartsch, Richard A. Tetrahedron, 2004 , vol. 60, # 9 p. 2035 - 2041

Full Text: HTML

Citation Number: 57

Abstract

Reformatsky reactions of an imine, an α-bromoester, zinc dust and a catalytic amount of iodine in dioxane under high intensity ultrasound (HIU) irradiation from an ultrasonic probe are explored. A series of 16 aldimines with varying electronic demands is evaluated as potential electrophiles for reactions with three α-bromoesters of differing steric demands. This HIU method is successful for both enolizable and non-enolizable imines affording in ...