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Synthesis of highly functionalized β-lactam substituted pyrroloisoquinoline and indolizinoindole system by sequential intermolecular 1,3-dipolar cycloaddition reaction and Pictet-Spengler cyclization
Authors:Natarajan Arumugam
Institution:Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600025, India
Abstract:Synthesis of novel pyrroloisoquinoline and indolizinoindole derivatives with β-lactam unit has been achieved by sequential intermolecular 1,3-dipolar cycloaddition reaction and Pictet-Spengler cyclization. The azomethine ylide derived from β-lactam imine of α-amino ester in the presence of silver acetate reacted with nitrostyrenes to give pyrrolidinyl β-lactam, which underwent Pictet-Spengler cyclization in presence of trifluoroacetic acid to give pyrroloisoquinolines and indolizinoindoles.
Keywords:1  3-Dipolar cycloaddition  β-Lactam  Pyrroloisoquinoline  Indolizinoindole  Pictet-Spengler cyclization
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