Novel synthesis of 3-pyrrole substituted ?-lactams via microwave-induced bismuth nitrate-catalyzed reaction
作者： Debasish Bandyopadhyay , Jessica Cruz , Bimal K. Banik
DOI: 10.1016/J.TET.2012.06.009
关键词: Cycloaddition 、 Chemistry 、 Ethylenediamine 、 Pyrrole 、 Yield (chemistry) 、 Catalysis 、 Bismuth 、 Organic chemistry 、 Medicinal chemistry 、 Stereoselectivity 、 Enantiomeric excess
摘要: Abstract Highly stereoselective synthesis of 3-pyrrole substituted β-lactams is accomplished. The first step involves the 3-phthalimido following Staudinger cycloaddition reaction acid chloride equivalent with imines. Synthesis 3-amino achieved via deprotection phthalimido group ethylenediamine. These are converted to a new series N -substituted pyrroles at room temperature as well using microwave-induced bismuth nitrate-catalyzed an excellent yield. Exclusive formation trans pyrrole-substituted observed -chrysenyl system. method equally efficient for racemic optically pure β-lactams.
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