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

A general, transition-metal-free, one-pot, domino Michael-SNAr or AdNE substitution protocol was devised for spiroannulation of oxindoles with ortho-bromoaryl ynones, β-bromoalkenyl ynones, and β-bromoalkenyl enones in a convenient and efficient manner.… Click to show full abstract

A general, transition-metal-free, one-pot, domino Michael-SNAr or AdNE substitution protocol was devised for spiroannulation of oxindoles with ortho-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.

Keywords: stitching oxindoles; domino; short synthesis; application short; spindomycin

Journal Title: Organic letters
Year Published: 2017

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