Bismuth nitrate-induced nitration study of beta-lactams

ORGN 103

Bimal K. Banik, banik@panam.edu1, Indrani Banik2, Susanta Samajdar2, and Crystal Reyes1. (1) Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78541, (2) Department of Molecular Pathology, The University of Texas M. D. Anderson Cancer Center, 1515 Holcombe Blvd., Houston, TX 77030

We have demonstrated various methods for the synthesis of b-lactams, anticancer agents and several other biologically active compounds.  Many of these products are derived from aromatic nitro compounds.  In continuation of our research in these areas, we describe herein a facile nitration of the aromatic components in several substituted b-lactams with bismuth nitrate impregnated with clay.  Microwave-irradiation has made the procedure faster.  Using this method, synthesis of a number of aryl nitro substituted cis and trans b-lactams has been accomplished.  The conventional mixed acid is not suitable for this kind of study.  These derivatives are important starting materials for the synthesis of heterocycles.