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A High-Yielding General Synthesis of α-Lactams

Victor Cesare*, Theresa M. Lyons, István Lengyel

*Department of Chemistry, St. John"s University, Jamaica, New York 11439, U.S.A., Email: cesarevstjohns.edu

V. Cesare, T. M. Lyons, I. Lengyel, Synthesis, 2002, 1716-1720.

DOI: 10.1055/s-2002-33652


Abstract

A high-yielding general synthesis of α-lactams (aziridinones) is described. An α-haloamide precursor is cyclized by sodium hydride in the presence of 15-crown-5 ether at room temperature, using dichloromethane as the solvent. The by-products, hydrogen gas and sodium halide, are easily removed.

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Key Words

aziridinones, dehydrohalogenation, heterocycles, ring closure


ID: J66-Y2002-1620