remarkable iodine-catalyzed synthesis of novel pyrrole- bearing n-polyaromatic β-lactams非凡iodine-catalyzed合成新型吡咯-轴承n-polyaromaticβ-lactams.pdfVIP

Molecules 2010, 15, 1082-1088; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Communication Remarkable Iodine-Catalyzed Synthesis of Novel Pyrrole- Bearing N-Polyaromatic β-Lactams Debasish Bandyopadhyay, Gildardo Rivera, Isabel Salinas, Hector Aguilar and Bimal K. Banik * Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78541, USA * Author to whom correspondence should be addressed; E-Mail: banik@; Tel.: +1-956-380-8741; Fax: +1-956-384-5006. Received: 22 December 2009; in revised form: 8 February 2010 / Accepted: 20 February 2010 / Published: 23 February 2010 Abstract: Because of their interesting biological properties various methods for the synthesis of substituted pyrroles are described in the literature. However, synthesis of pyrroles fused with a β-lactam ring has not been reported. Our group has demonstrated synthesis and biological evaluation of various β-lactams as anticancer agents. The anticancer activities of these compounds have prompted us to study the synthesis of pyrroles bound to the β-lactams. We have identified an expeditious synthetic method for the preparation of pyrroles fused with β-lactams by reacting 3-amino β-lactams with acetonylacetone in the presence of catalytic amounts (5 mol%) of molecular iodine at room temperature. It has also been discovered that the react