Department of Chemistry, The University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78541, USA.
Molecules. 2010 Feb 23;15(2):1082-8. doi: 10.3390/molecules15021082.
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 beta-lactam ring has not been reported. Our group has demonstrated synthesis and biological evaluation of various beta-lactams as anticancer agents. The anticancer activities of these compounds have prompted us to study the synthesis of pyrroles bound to the beta-lactams. We have identified an expeditious synthetic method for the preparation of pyrroles fused with beta-lactams by reacting 3-amino beta-lactams with acetonylacetone in the presence of catalytic amounts (5 mol%) of molecular iodine at room temperature. It has also been discovered that the reaction gives products under domestic and automated microwave oven irradiation. To our knowledge, there are no other prior reports that describe the synthesis of pyrrole-substituted beta-lactams.
由于其有趣的生物特性，文献中描述了各种合成取代吡咯的方法。然而，尚未报道与β-内酰胺环稠合的吡咯的合成。我们的小组已经证明了各种β-内酰胺作为抗癌剂的合成和生物学评价。这些化合物的抗癌活性促使我们研究与β-内酰胺结合的吡咯的合成。我们已经确定了一种快速合成与β-内酰胺稠合的吡咯的方法，即在室温下，在催化量（5mol%）的分子碘的存在下，使 3-氨基β-内酰胺与乙酰丙酮反应。还发现，该反应在家庭和自动化微波炉辐射下产生产物。据我们所知，没有其他先前的报告描述了吡咯取代的β-内酰胺的合成。
