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Issue 16, 1989
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Hypervalent organoiodine reagents in the transannular functionalisation of medium-sized lactams: synthesis of 1-azabicyclo compounds

Abstract

The amidyl radical intermediates, produced by photolysis of medium-sized lactams 7-heptanelactam (1), 8-octanelactam (3), and 9-nonanelactam (6) in the presence of (diacetoxyiodo)benzene (DIB) and iodine, undergo transannular hydrogen abstraction to afford intermolecularly functionalised compounds such as oxoindolizidines (4) and (5) and the 1-azabicyclo[5.3.0]decan-2-one (7) that are obtained in high yield from lactams (3) and (6), respectively.

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Article type: Paper
DOI: 10.1039/C39890001168
Citation: J. Chem. Soc., Chem. Commun., 1989, 1168-1169
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    Hypervalent organoiodine reagents in the transannular functionalisation of medium-sized lactams: synthesis of 1-azabicyclo compounds

    R. L. Dorta, C. G. Francisco and E. Suárez, J. Chem. Soc., Chem. Commun., 1989, 1168
    DOI: 10.1039/C39890001168

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