Tetrahedron Letters

Halogen–metal exchange reactions of bromoaryl-substituted β-lactams

M Geherty, J Melnyk, K Chomsky, DA Hunt

Index: Geherty, Maryll; Melnyk, James; Chomsky, Keith; Hunt, David A. Tetrahedron Letters, 2013 , vol. 54, # 36 p. 4934 - 4936

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Abstract

Abstract β-Lactams are quite susceptible to ring opening when exposed to nucleophilic reagents. The robustness of a variety of bromo-and iodoarenes containing electrophilic functional groups toward alkyllithium reagents during the halogen–lithium exchange process was first described by Parham, Bradsher, and co-workers. These observations led us to consider the behavior of bromoaryl-substituted β-lactams when treated with n- ...