Abstract
AbstractAn efficient approach for a reagent‐based diversity‐oriented synthesis (DOS) of novel fused spirooxindole scaffolds from oxindole enynes has been developed. The reaction involves a metal‐catalyzed C‐3 allylation/vinylation/homoallylation ofN‐substituted isatins which gives rise to the corresponding alcohols that can be converted into the required enynes. Further transformation to diverse complex molecular scaffolds proceedsviaa subsequent ruthenium‐catalyzed ring‐closing enyne metathesis (RCEYM), or cobalt‐catalyzed intramolecular Pauson–Khand (2+2+1) cyclization reaction (IPKR). This strategy provides a facile approach to various spirooxindole‐vinyldihydropyrans/tetrahydrooxepines and spirocyclic fused cyclopentenones in good to excellent yields.magnified image
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