3 research outputs found

    Spiroannulation of Oxindoles via Aryne and Alkyne Incorporation: Substituent-Diverted, Transition-Metal-Free, One-Pot Access to Spirooxindoles

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    A “product control via substrate design” strategy has been conceptualized and implemented to harness the potential of aryne and activated alkyne insertions into oxindoles to readily and efficiently furnish pharmacophoric indano- and cyclopentannulated spirooxindole scaffolds in an operationally straightforward, one-pot, transition-metal-free protocol

    Stitching Oxindoles and Ynones in a Domino Process: Access to Spirooxindoles and Application to a Short Synthesis of Spindomycin B

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    A general, transition-metal-free, one-pot, domino Michael–S<sub>N</sub>Ar or Ad<sub>N</sub>E substitution protocol was devised for spiroannulation of oxindoles with <i>ortho</i>-bromoaryl ynones, β-bromoalkenyl ynones, and β-bromoalkenyl enones in a convenient and efficient manner. As an application, a short synthesis of tetracyclic alkaloid spindomycin B was accomplished
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