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Filtering by: Committee Member Kruzic, Jamie Remove constraint Committee Member: Kruzic, Jamie Academic Affiliation Chemistry Remove constraint Academic Affiliation: Chemistry Subject Aromatic compounds -- Synthesis Remove constraint Subject: Aromatic compounds -- Synthesis

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  • Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

    Creator:
    Li, Yang
    Abstract:
    Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient...
    Resource Type:
    Dissertation
    Full Text:
    P. Gable, Dr. Jamie J. Kruzic and Dr. Kerry L. McPhail for their support and time. I deeply